ORGANIC SYNTHESIS OF PHOTOCHEMISTRY AND ITS STATUS

doi:10.7517/j.issn.1674-0475.2001.02.139

Abstract

CLC Number:

O644

ZHANG Bao-wen, CHENG Xue-xin, LIU Yong-yong, CAO Yi. ORGANIC SYNTHESIS OF PHOTOCHEMISTRY AND ITS STATUS[J]. Imaging Science and Photochemistry, 2001, 19(2): 139-155.

[1] Ciamician G, Silber P. Chemical action of light[J]. Chem. Ber., 1908,41:1928-35.
[2] Buchi G, Yang N C. Light-catalyzed organic reaction. Ⅵ. The isomerization of some dienones[J]. J. Am. Chem. Soc., 1957,79:2318-2323.
[3] (a)Dilling W L. Intramolecular photochemical cycloaddition reactions of nonconjugated olefins[J]. Chem. Rev., 1966,66:373-394. b)Chapman O L, Heckert D C, Reasoner J W, et al. Photochemical transformation. ⅩⅫ. Photochemical studies on 9-nitroanthracene[J]. J. Am. Chem. Soc., 1966,88:5550-5554. (c)Eaton P E. Photochemical reactions of simple alicyclic enones[J]. Acc. Chem. Res., 1968,1:50-57. (d)de Mayo P. Enone photoannelation[J]. Acc. Chem. Res., 1971,4:41-47. (e)Kossanyi J. Photochemical approach to the synthesis of natural products[J]. Pure & Applied Chemistry, 1979,51:181-202. (f)Horspool W. Synthetic Organic Photochemistry[M]. New York:Plenum, 1984.
[4] Harrison I T, Lythgoe B. Calciferol and its relatives. Ⅲ. Partial synthesis of calciferol and of epicalciferol[J]. J. Chem. Soc., 1958,837-843.
[5] Kropp P J. Photochemistry of cycloalkenes. Ⅴ. Effects of ring size and substitution[J]. J. Am. Chem. Soc., 1969,91:5787-5791.
[6] Wang X S, Zhang B W, Cao Y. Valence isomerization of norbornadiene in polymer systems for solar energy storage[J]. J. Photochem. Photobiol. A:Chem., 1996,96:193-198.
[7] Wu Q H, Zhang B W, Ming Y F, et al. Inter-and intra-molecular electron transfer isomerization of norbornadiene derivatives[J]. J. Photochem. Photobiol. A: Chem., 1991,61:53-63.
[8] Zimmerman H E. Some theoretical aspects of organic photochemistry[J]. Acc. Chem. Research, 1982, 15:312-317.
[9] Zimmerman H E, Grunewald G L. The chemistry of barrelene. Ⅲ. A unique photoisomerization to semibullvalene[J]. J. Am. Chem. Soc., 1966,88:183-184.
[10] Ritterskamp P, Demuth M, Schaffner K. Total synthesis with tricyclooctanone building synthesis of iridodial[J]. J. Org. Chem., 1984,49:1155-1158.
[11] Demuth M, Ritterslamp P, Schaffner K. Novel variant of the tricyclooctanone approach to cyclopentanoid natural products. Synthesis of (±)-coriolin[J]. Helv. Chim. Acta., 1984,67:2023-2027.
[12] Zimmerman H E, Schuster D I. A new approach to mechanistic organic photochemistry. Ⅳ. Photochemical rearrangements of 4,4,-diphenylcyclohexadienone[J]. J. Am. Chem. Soc., 1962,84:4527-4540.
[13] (a)Caine D, Graham S L, Vora T T. Acid-catalyzed rearrangements of cyclopropyl ketones related to eudesmane[J]. J. Org. Chem., 1980,45:3798-3802. (b)Caine D, Chu C Y, Graham S L. Photochemical pathways for the interconversion of nootkatane and spirovetivane sesquiterpenes[J]. J. Org. Chem., 1980,45:3790-3797.
[14] Gasa S, Hamanaka N, Matsunaga S, et al. Relay total synthesis of grayanotoxin Ⅱ[J]. Tetrahedron Lett., 1976,553-556.
[15] Caine D, Frobese A S. The photochemical total synthesis of (±)-3-oxo-α-cadinol and (±)-α-cadinol[J]. Tetrahedron Lett., 1977, 3107-3110.
[16] Drayton J V, Flowers W T, Haszeldine R N, et al. Preparation of perfluoro-(1,2-dialkycyclopentenes) and their photochemical isomerisation to perfluoro(1-alkenyl-1-alkylcyclopropanes)[J]. J. Chem. Soc, Chem. Comm. 1976,490-491.
[17] Demuth M, Raghavan P R, Carter C, et al. Photochemical high-yield preparation of tricyclo[3.3.0.0.]octan-3-ones. Potential synthons for polycyclopentanoid terpenes and prostacylin analogs[J]. Helv. Chim. Act., 1980,63:2434-2439.
[18] Dauben W G, Kellogg M S. Wavelength dependency in the photochemistry of 1,3-cyclohexadienes cis-bicyclo[4.3.0]none-2,4-diene valence tautomerism[J]. J. Am. Chem. Soc., 1971,93:3805-3807.
[19] Van Tamelan E E, Pappas S P, Kirk K. Valence bond isomers of aromatic systems. Bicyclo[2.2.0]hexa-2,5-dienes(Dewar benzenes)[J]. J. Am, Chem. Soc., 1971,93:6092-6101.
[20] Pfoertner Karl-Heinz, Ullmann's Encyclopedia of Industrial Chemistry[M], sixth edition. Wiley-Vch Verlag GmbH Weinheim, 1998,1-26.
[21] Dmitrenko O, Reischl W. Ground-state conformational equilibrium of previtamin D and its E-isomer effect on the absorption characteristics[J]. Res. Chem. Intermed., 1997,23(8):691-702.
[22] Nagel D L, Kuppa R, Antonson K, et al. Synthesis of alkylsubstituted benzo[c]phenanthrenes and chrysenes by photocyclization[J]. J. Org. Chem., 1977,42:3626-3628.
[23] Yakushijin K, Kozuka M, furukawa H. Ring transformation of 3,4-diphenyl-2-furylcarbamoyl compounds to N-substituted 3,4-diphenyl-5-hydroxy-3-pyrrolin-2-ones[J]. Chem. Pharm. Bull, 1980,28:2178-2184.
[24] Nakazaki M, Yamamoto K, Maeda M. Asymmetric synthesis of optically active trans doubly bridged ethylene. (-)-(R)-D2-Bicyclo[8.8.0]octadec-1(10)-ene[J]. J. Org. Chem., 1980,45:3229-3232.
[25] Buchi G, Goldman Ⅰ M. Photochemical reactions. Ⅶ. The intramolecular cyclization of carvone to carvonecamphor[J]. J. Am. Chem. Soc., 1957,79:4741-4748.
[26] Whitney R A. A total synthesis of (±)-biotin[J]. Can. J. Chem., 1983,61(6):1158-1160.
[27] Rosini G, Salomon A, Squarcia F. A new, convenient preparation of cis-(±)-2-acetyl-methylcyclobutaneacetic acid, a key intermediate in the synthesis of (±)-grandisol[J]. Synthesis, 1979,942-944.
[28] (a) Corey E J, Bass J D, LeMahien R, et al. A study of the photochemical reactions of 2-cyclohexenones with substituted olefins[J]. J. Am. Chem. Soc., 1964,86:5570-. (b)Cantrell T S, Haller W S, Williams J C. Photocycloaddition reactions of some 3-substituted cyclohexenones[J]. J. Org. Chem., 1969,34:509-519.[29](c)Wender P A. Lechleiter J C. Methods for the preparation of 1.5-dienes. A metathetical route to medium-sized carbocycles[J]. J. Am. Chem. Soc., 1977,99:267-268. (d)Becker D, Nagler M, Hirsh S, et al. Intramolecular[2+2]photocycloadditions of E and Z olefins to cyclohex-2-Enone[J]. J. Chem. Soc. Chem. Commun., 1983,371-373. (e)Wender P. A., Lechleiter J. C. Total synthesis of (±)-isabelin[J]. J. Am. Chem. Soc., 1980,102:6340-6341. (f)Wender P A, Letendre L J. Olefin metathesis-transannular ene sequence. A method for the stereocontrolled systhesis of trans-decalin derivatives. 2. Formal eudesmane syntheses[J]. J. Org. Chem., 1980,45:367-368. (g)Wender P A, Hubbs J C. Olefin metathesis-transannular ene sequence. A method for the stereocontrolled systhesis of trans-decalin derivatives. 1. Total synthesis of(±)-calameon[J]. J. Org. Chem., 1980,45:365-367.
[29] (a)Tolbert L M, Ali M B. High optical yield in a photochemical cycloaddition. Lack of cooperativity as a clue to mechanism[J]. J. Am. Chem. Soc., 1982,104:1742-1744. (b)Lange G L, Decicco C, Tan S L. Chamberlain G. Asymmetric induction in simple[2+2]photoadditions[J]. Tetrahedron Lett., 1985,26:4707-4710.
[30] (a)Buchi G, Inman C G, Lipinsky E S. Light-catalyzed organic reaction. Ⅰ. The reaction of carbonyol compounds with 2-methyl-2-butene in the presence of ultraviolet light[J]. J. Am. Chem. Soc., 1954,76:4327-4331. (b)Baldwin S W. Synthetic aspects of 2+2 cycloaddition of α, β-unsaturated carbonyl compounds[J]. Org. Photochem., 1981,5:123-225. (c)Depug C H, Isaks M, Eilers K L. The formation of cyclopentadienone[J]. Chem. Ind.(London), 1961,429-430.
[31] Jones G, Schwartz S B, Marton M T. Regiospecific thermal cleavage of some oxetan photoadducts: Carbonyl-olefin metathesis in sequential photochemical and thermal steps[J]. J. Chem. Soc. Chem. Comm., 1973:374-375.
[32] Jones G, Acquadro M A, Carmody M A. Long chain enals via varbonyl-olefin metathesis. An application in pheromone synthesis[J]. J. Chem. Soc. Chem. Comm., 1975,206-207.
[33] Schroeter S H, Oriando C M. Photocycloaddition of various ketones and aldehydes to vinyl ethers and ketene diethyl acetal[J]. J. Org. Chem., 1969,34(5):1181-1187.
[34] Araki Y, Nagasawa J, Ishido Y. Synthetic studies of carbohydrate derivatives by photochemical reactions. Part 16. Synthesis of DL-apiose derivatives by photochemical cycloaddition of 1,3-dihydroxypropan-2-one derivatives with ethenediol or ethenol derivatives[J]. J. Chem. Soc. Perkin Trans. 1., 1981,12-23.
[35] Nehrings A, Scharf H-D, Runsink J. Photochemical synthesis of L-erythrose building block and its use in the preparation of methyl-2,3-O-isopropylidene-β-apio-L-furanoside[J]. Angew. Chem. Internat. Engl. Ed., 1985,24:877-878.
[36] Schenck G O, Hartmann W, Steinmetz R. Vierringsynthesen durch photosensibilisierte cycloaddition von dimethylmaleinsaeureanhydrid and olefine[J]. Chem. Ber., 1963,96:498-508.
[37] Kozluk T, Zamojski A. The synthesis of 3-deoxy-DL-streptose[J]. Tetrahedron, 1983,39:805.
[38] (a)Schreiber S L, Hoveyda A H, Wu H J. A photochemical route to the formation of threo aldols[J]. J. Am. Chem. Soc., 1983,105:660-661. (b)Schreiber S L, Hoveyda A H. Synthetic studies of the furan-carbonyl photocycloaddition reaction. A total synthesis of(±)-avenaciolide[J]. J. Am. Chem. Soc., 1984,106:7200-7202.
[39] Schreiber S L, Satake K. Total synthesis of(±)-asteltoxin[J]. J. Am. Chem. Soc., 1984,106:4186-4188.
[40] Disanayada B W, Weedon A C. Application of the de Mayo reaction to the preparation of tricyclo[6.3.0.02,6]undecanes: a photochemical synthesis of(±)-hirsutene[J]. J. Org. Chem., 1987,52:2905-2910.
[41] Oppolzer W, Godel T. A new and efficient total synthesis of(±)-longifolene[J]. J. Am. Chem. Soc., 1978,100:2583-2584.
[42] (a)Hoye T R, Martin S J, Peck D R. Intramolecular photochemical cycloaddition reactions of 3-(1,5-dimethylhex-4-enyl)cyclohex-2-enone: Regio-and stereochemical aspects[J]. J. Org. Chem., 1982,47:331-337. (b)Oppolzer W. Intramolecular[2+2]photoaddition/cyclobutane-fragmentation sequence in organic synthesis[J]. Acc. Chem. Research, 1982,15:135-. (c)Fetizon M, Lazare S, Pascard C, et al. Synthesis of cedrene. Part 1. Synthesis and structure of a key inter mediate[J]. J. Chem. Soc. Perkin Trans. Ⅰ, 1979:1407-1410.
[43] Koft E R, Smith A B. Total synthesis of hibiscone C(Gmelofuran)[J]. J. Am. Chem. Soc., 1982,104:5568-5572.
[44] Liu R S H, Turro N J, Jr Hammond G S. Mechanisms of photochemical reactions in solution. ⅩⅩⅪ. Activation and deactivation of conjugated dienes by energy transfer[J]. J. Am. chem. Soc., 1965,87:3406-3412.
[45] (a)Eaton P E, Cole T W. The cubane system[J]. J. Am. Chem. Soc., 1964,86:962-. (b)Barborak J C, Watts L, Pettit R. A convenient synthesis of the cubane system[J]. J. Am. Chem. Soc., 1966,88:1328-1329.
[46] White J D, Avery M A, Carter J P. Synthesis of(±)-lineatin, an aggregation pheromone of trypodendron lineatum[J]. J. Am. Chem. Soc., 1982,104:5486-5489.
[47] Wiesner K, Poon L. Jirkovsky Ⅰ, et al. Total synthesis of optically active annotinine[J]. Can. J. Chem., 1969,47:433-444.
[48] Smith A B, Boschelli D. Stereocontrolled total synthesis of(±)-xanthocidin, two diastereomers, (±)-epixanthocidin and (±)-β-isoxanthocidin, and (±)-desdihydroxy-4,5-didehydroxanthocidin, a likely biosynthetic precursor[J]. J. Org. Chem., 1982,48:1217-1226.
[49] Bagli J F, Bogrl T. Prostaglandins-Ⅲ.±11-deoxy-13,14-dihydroprostaglandin F1α and F1β-a novel synthesis of prostanoic acids[J]. Tetrahedron Lett., 1969,1639-1644.
[50] Crimmins M T, DeLoach J A. Intramolecular photocylcloaddition-cyclobutane fragmentation: A highly stereoselective total synthesis of(±)-pentalenic acid[J]. J. Org. Chem., 1984,49:2076-2077.
[51] Ziegler F E, Kloek J A. The stereochemistry of the photoaddition of allene to cyclopent-1-ene-1-carboxaldehydes[J]. Tetrahedron Lett., 1974,315-318.
[52] Baldwin S W, Landmesser N G. Total synthesis of d, 1-occidentalol by photoannelation[J]. Tetrahedron Lett., 1982,23:4443-4446.
[53] Wender P A, Eck S L. The olefin metathesis-transannular ene sequence: A method for the stereocantrolled synthesis of trans-decalin derivatives-Ⅲ. Total synthesis of(+)warburganal[J]. Tetrahedron Lett., 1982,23:1871-1874.
[54] Willams J R, Callahan J F, Lin C. Stereocontrolled systhesis of(-)-zonarene[J]. J. Org. Chem., 1983,48:3162-3163.
[55] Boeckman R K Jr,Cheon S H. A flexible new synthetic route to daunomy cinone, adriamy cinone, and their 6-deoxy analog[J]. J. Am. Chem. Soc., 1983,105(2):4112-4113.
[56] Pearlman B A. A total synthesis of reserpine[J]. J. Am. Chem. Soc., 1979,101:6404-6408.
[57] Challand B D, Hikino H, Kornis G, et al. Photochemical synthesis. ⅩⅩⅩ. Photochemical cycloaddition. Some applications of the use of enolized β-diketones[J]. J. Org. Chem., 1969,34:794-806.
[58] Devreese A A, de Clercq P J. Vandewalle M. A general entry to guaianolides. An illustrated synthesis of(±)-compressanolide[J]. Tetrahedron Lett., 1980,21:4767-4770.
[59] Dauben W G, Hart D J. A synthesis of the ophiobolin nucleus[J]. J. Org. Chem., 1977,42:922-923.
[60] Corey E T, Mitra R B, Uda H. Total xynthesis of d, 1-caryophyllene and d, 1-isocaryophyllene[J]. J. Am. Chem. Soc., 1964,80:485-492.
[61] Schreiber S L. Santini C. Cyclobutene bridghead olefin route to the american cockroach sex pheromone, periplanone-B[J]. J. Am. Chem. Soc., 1984,106:4038-4039.
[62] Ikeda M, Ohno K, Takahashi M, et al. A synthesis of(±)-phoracantholide[J]. Heterocycles, 1983,20(6):1005-1008.
[63] Buechi G, Carlson J A, Powell J E, Tietze L-F. Total synthesis of loganin[J]. J. Am. Chem. Soc., 1973, 95:540-545.
[64] Miyano K, Ohfune Y, Asuma S, et al. A synthetic approach to fomannosin[J]. Tetrahedron Lett., 1974, 1545-1548.
[65] Pirrung M C. Total synthesis of 2, 4-methanoproline[J]. Tetrahedron Lett., 1980,21(48):4577-4578.
[66] Oppolzer W, Wylie R D. Total synthesis of β-bulnesene and 1-epi-β-bulnesene by intramolecular photoaddition[J]. Helv. Chim. Acta., 1980,63:1198-1203.
[67] Crimmins M T, DeLoach J A. Intramolecular photocycloadditions-cyclobutane fragmentation: Total synthesis of(±)-pentalenene, (±)-pentalenic acid, and (±)-deoxypentalenic acid[J]. J. Am. Chem. Soc., 1986,108:800-806.
[68] Birch A M, Pattenden G. Total synthesis of epi-precapnelladiene[J]. J. Chem. Soc. Chem. Comm. 1980,1195-1197.
[69] Pattenden G, Robertson G M. Free radical reactions in synthesis. Total synthesis of isoamijiol[J]. Tetrahedron Lett., 1986,27:399-402.
[70] Mehta G, Reddy D S, Murty A N. A total synthesis of（±)-Δ^9（12）-capnellene[J]. J. Chem. Soc. Chem. Comm., 1983,824-825.
[71] Johnson C R, Meanwell N A. Ketone methylenation with optical resolution. Total synthesis of the ginseng sesquiterpene(-)-β-panasinsene and its Enantiomer[J]. J. Am. Chem. Soc., 1983,103:7667-7670.
[72] Cargill R L, et al. Tricyclo[6.3.0.01,6]undecan-2-one and its isomerization to tricyclo[3.3.3.0.]undecan-2-one[J].Tetrahedron Lett., 1978,4465-4466.
[73] Salomon R G. Homogeneous metal-catalysis in organic photochemistry[J]. Tetrohedron, 1983,39:485-575.
[74] Rosini G, Marotta E, Petrini M, et al. Stereoselective total synthesis of racemic grandisol. An improved convenient procedure[J]. Tetrahedron, 1985,41:4633-4638.
[75] Sieburth S McN, Lin C H, Rucando D. Selective intermolecular photo-[4+4]-cycloaddition with 2-pyridone mixtures. 2. Preparation of (1α,2β,5β,6α)-3-butyl-9-methoxy-3,7-diazatricyclo[4.2.2.22,5]-dodeca-9,11-diene-4, 8-dione[J]. J. Org. Chem., 1999,64:950-953.
[76] Howard C C, Newton R. F, Reynolds D P, et al. Total synthesis of prostaglandin-F2α involving stereocontrolled and photo-induced reactions of bicyclo[3.2.0]heptanones[J]. J. Chem. Soc. Perkin Trans. Ⅰ. 1980,852-857.
[77] (a)Crossland N M, Roberts S M, Newton R F. Photosynthetic route to prostaglandins. Synthesis of prostaglandin-C2 and analogues[J]. J. Chem. Soc. Perkin Trans. I. 1979,2397-2400.(b)Corey E J, Moinet G J, Moinet G. Synthetic entry into the prostaglsndin C series[J]. J. Am. Chem. Soc., 1973,95:7185-7186.
[78] Kossanyi J, Furth B, Moizur J P. Insect chemistry. Application of the norrish trpe-Ⅰ reaction to the synthesis of propylure, the sexual pheromone of pectionphora gossypiella saunders[J]. Tetrahedron Lett., 1973,3459-3462.
[79] Morizur J P, Muzard G, Basselier J J, et al. Chinie des insectes. Ⅱ.--Synthese du methyl-7 n-propyl-3 decadien-2(Z), 6(Z)-ol-1 isole chez laspeyresia (Carpocapsa)[J]. J. Bull. Soc. Chim. France, 1975,257-260.
[80] Turro N J, Weiss D S. Stereoelectronic requirements for the type Ⅱ cleavage of cis-and trans-4-t-butylcyclohexanones[J]. J. Am. Chem. Soc., 1968,90:2185-2186.
[81] Binkley R W, Jarrell H F. Type Ⅱ reactions from the photolysis of the phenacyl ether of 1, 2:3, 4-di-O-isopropylidene-α-D-galactopyranose[J]. J. Carbohydr. Nucleosides Nucleotides, 1980,7(6):347-364.
[82] Achmatowicz S, Barton D H R, Magnus P D, et al. Photochemical transformations. Part ⅩⅩⅩ. Photolysis of thiobenzoic acid O-esters. Part 1. Photolysis of O-cholesteryl thiobenzoate[J]. J. Chem. Soc. Perkin trans I, 1973, 1567-1570.
[83] Coyle, J. D. in Synthetic Organic Chemistry, Horspool, W. M. Ed., New York and London:Plenum press, 1984,73-74.
[84] Breslow R. Biominetic control of chemical selectivity[J]. Acc. Chem. Res., 1980,13:170-177.
[85] (a) Barton D H R, Basu N K, Day M J, et al. Improved syntheses of aldostrerone[J]. J. Chem. Soc. Perkin Trans I. 1975, 2243-2251. (b)Laumas K R, Gut M. Synthesis of aldosterone-1 α, 2 α-H³[J]. J. Org. Chem., 1962,27:314-316. (c)Barton D H P, Benton J M. Geller L E, et al. A new photochemical reaction[J]. J. Am. Chem. Soc., 1960,82:2640-2641.
[86] Foote C. in Free Radicals in Biology. Vol. 2. New York:Academic Press, 1976,85-133.
[87] Cao Y, Zhang B W, Ming Y F, et al. Singlet oxygen reactions in cyanoaromatic sensitized photooxidations[J]. J. Photochem., 1987,38:131-144.
[88] Von Wittenau M S. Preparation of tetracycline by photooxidation of anhydrotetracyclines[J]. J. Org. Chem., 1964,29:2746-2748.
[89] Ohloff G, Klein E, Schenck G O. Preparation of “Rose Oxides” and other hydropyran derivatives by way of photohydroperoxides[J]. Angew. Chem., 1961,73:578-583.
[90] Ming Y F, Zhang B W, Cao Y. A new synthesis of β-pinene from α-pinene[J]. Synthesis, 1982,(10):875-876.
[91] (a) Chan YY, Zhu C, Leung H K. Sensitized photooxygenation. 1. Reaction of singlet oxygen with 3,4-dihydro-6-methyl-2H-pyran-5-carboxylic acid ethyl ester. Isolation of hydroperoxides and evidence of the transformation of one of them to dioxetane[J]. J. Am. Chem. Soc., 1985,107:5274-5275. (b) Chan Y Y, Zhu C, Leung H K. Sensitized photooxygenation. Ⅱ. Solvent effects in the reaction of singlet oxygen with 3,4-dihydro-6-methyl-2H-pyran-5-carboxylic acid ethyl ester[J]. Tetrahedron Lett., 1986,27(32):3737-3740.
[92] Kaneko C, Naito T, Nakayama N. Cycloadditions in synthesis. Part V. 1,2-dihydrocyclobuta[c]quinoline[J]. Chem. Pharm. Bull., 1981,29(2):593-595.
[93] Xiao X L, Zhang L H. Cao Y, et al. Study on biogenetic synthesis of prostaglandins. Scientia Sinica, 1981, ⅩⅩⅣ(5):648-655.
[94] Schwartz M A, Wallance R A. Efficient synthesis of 14-hydroxymorphinans from codeine[J]. J. Med. Chem., 1981,24(12):1525-1528.
[95] Chen J X, Cao Y, Zhang B W, et al. 9,10-Dicyanoanthracene-sensitized photooxidation of 1,4-diphenyl-1, 3-butadiene in acetonitrile[J]. Acta Chimica Sinica, 1985,3:290-291.
[96] Tung C H, Yang Z Q. Intramolecular photodimerization of 2-naphthoates: successful application of hydrophobic forces in the preparation of large-ring compounds[J]. J. Chem. Soc., Faraday Trans.,90:947-951.
[97] (a) Tung C H, Wu L Z, Yuan Z Y, et al. Zeolites as templates for preparation of large-ring compounds. Intramolecular photocycloaddition of diaryl compounds[J]. J. Am. Chem. Soc., 1998,120:11594-11602. (b)张宝文,陈建新,曹怡.共轭二烯在硅胶表面的光氧化反应[J].化学学报,1989,47:502-505. Zhang B W,Chen J X,Cao Y.Photooxidation of conjugated dienes on silica gel surfaces[J].ACTA CHIMICA SINICA,1989,47:502-505.
[98] Kropp P J, Photochemistry of alkenes in solution[J]. Organic Photochemistry, 1979,4:1-142.
[99] Fukuzumi S, Okamoto T. Addition of organosilanes with aromatic carbonyl compounds via photoinduced electron transfer in the presence of magnesium perchlorate. J. Am. Chem. Soc., 1994,116:5503-5506.
[100] Peukert S, Giese B. The pivaloylglycol anchor group: A new platform for a photolabile linker in solid-phase synthesis[J]. J. Org. Chem., 1998,63:9045-9051.
[101] Hoang M, Gadosy T, Ghazi H, et al. Photochemical pinacol rearrangement[J]. J. Org. Chem. 1998,63:7168-7171.

ORGANIC SYNTHESIS OF PHOTOCHEMISTRY AND ITS STATUS

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments

[1]	ZHANG Qingbao, LIU Qiang. Applications of Visible-light-driven Aerobic Oxidation in Organic Synthesis [J]. Imaging Science and Photochemistry, 2017, 35(5): 614-625.
[2]	WANG Xin, LEI Shengnan, CONG Huan. Carbon-carbon Bond Formation Reactions by Merging Visible Light Photoredox and Nickel Catalysis [J]. Imaging Science and Photochemistry, 2017, 35(5): 626-641.
[3]	HUA Xin, BAO Chunyan, LIN Qiuning, ZHU Linyong. Construction of Photo-controlled Hydrogels and Their Applications in Biomedical Fields [J]. Imaging Science and Photochemistry, 2017, 35(4): 379-395.
[4]	WANG Zhijia, CHEN Kepeng, LIU Ya, ZHAO Jianzhang, ZAFAR Mahmood, JI Wei, HAN Keli. Controlling and Application of the Triplet Excited State of Organic Chromphores [J]. Imaging Science and Photochemistry, 2017, 35(3): 211-232.
[5]	WANG Andong, YAN Yun, HUANG Jianbin. Application of Photochemistry in Regulation and Exploration in Molecular Self-assembly [J]. Imaging Science and Photochemistry, 2015, 33(1): 15-27.
[6]	YANG Ke, ZHANG Yan, XU Jianhua. The Application of Electron Transfer Photo-oxidation Reaction in Organic Synthesis [J]. Imaging Science and Photochemistry, 2014, 32(5): 433-446.
[7]	LI Bing, XIA Wujiong. Solid-state Asymmetric Photochemistry of Bicyclo[3.1.0] hexyl Ketone Carbonyl Derivatives [J]. Imaging Science and Photochemistry, 2014, 32(5): 455-462.
[8]	ZHANG Rong-hua, GU Jia-min, ZHU Zhi-liang, JIANG Zhiqin. Study on the Photosynthesis of Oxazolidinone [J]. Imaging Science and Photochemistry, 2009, 27(1): 63-68.
[9]	LOU Tao, WANG Xue-jun, XU Shao-hui, ZHANG Hui. Photoproduction of Dissolved Inorganic Carbon from Suwannee River Humic Acid [J]. Imaging Science and Photochemistry, 2007, 25(6): 431-435.
[10]	LI Shu-juan, HE Yong, WU Gang-qiang, NIE Jun. Photopolymerization of 1,6-Hexanediol Diacrylate Using Benzophenone/Polymerizable Amine as Initiator System [J]. Imaging Science and Photochemistry, 2006, 24(5): 351-359.
[11]	ZHANG Tian-lin, MA Juan-juan, XIONG Jian-jun. Synthesis and Photo-Luminescent Properties of 2,6-Di(4’-bisphenylaminostilbenyl)benzo[1-2,4-5]bisoxazole [J]. Imaging Science and Photochemistry, 2006, 24(2): 133-139.
[12]	ZHAO Hong, SUN Jian, XU You-jun. A Practical Synthesis of 2,4-Dichloro-3-Ethyl-6-Nitrophenol via TCIA [J]. Imaging Science and Photochemistry, 2005, 23(1): 37-40.
[13]	WANG Xue-jun, LOU Tao. Photodegradation of Dissolved Organic Matterand Its Impact on the Biologic Processes [J]. Imaging Science and Photochemistry, 2004, 22(4): 298-305.
[14]	GAO Chun-mei, CAO De-rong, ZHU Lei. PHOTOCHEMISTRY BETWEEN ANTHRACENE AND BENZENE RINGS Ⅲ. SYNTHESIS AND PHOTOCYCLOADDITION OF 9-(PHENYLOXY-METHYL) ANTHRACENES [J]. Imaging Science and Photochemistry, 2004, 22(2): 103-107.
[15]	YANG Hong-sheng, YANG Xi, XU Long, ZHANG Ai-qian. THE PROGRESS OF HUMIC SUBSTANCES PHOTOCHEMISTRY IN NATURAL WATERS [J]. Imaging Science and Photochemistry, 2004, 22(2): 137-144.