Photocatalytic Aromatization of Hantzsh 1,4-Dihydropyridines in Platinum(Ⅱ) Complex-loaded Mesoporous Molecular Sieves

doi:10.7517/j.issn.1674-0475.2009.05.321

Imaging Science and Photochemistry ›› 2009, Vol. 27 ›› Issue (5): 321-324.DOI: 10.7517/j.issn.1674-0475.2009.05.321

Photocatalytic Aromatization of Hantzsh 1,4-Dihydropyridines in Platinum(Ⅱ) Complex-loaded Mesoporous Molecular Sieves

XU Hong-xia^1,2, CHEN Bin¹, WU Li-zhu¹, TONG Zhen-he(TUNG Chen-ho)¹

1. Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, P.R.China;
2. Graduate School of the Chinese Academy of Sciences, Beijing 100039, P.R.China

Received:2009-05-18 Revised:2009-06-04 Online:2009-09-23 Published:2009-09-23

Abstract

Abstract: Platinum(Ⅱ) terpyridyl complex incorporated into the channels of SBA-15 has been used as a photocatalyst for aromatization of 1,4-dihydro-3,5-diethyl dicarboxylates-2,4,6-trimethylpyridine.Upon irradiation,the photochemical aromatization takes place without additional oxidant,accompanied by the hydrogen production.The immobilized catalyst can be simply recycled by filtration.

Key words: platinum(Ⅱ) terpyridyl complex, SBA-15, 1,4-dihydropyridine, photocatalytic aromatization

CLC Number:

XU Hong-xia, CHEN Bin, WU Li-zhu, TONG Zhen-he(TUNG Chen-ho). Photocatalytic Aromatization of Hantzsh 1,4-Dihydropyridines in Platinum(Ⅱ) Complex-loaded Mesoporous Molecular Sieves[J]. Imaging Science and Photochemistry, 2009, 27(5): 321-324.

References

[1] (a)Wehinger E,Gross R.Calcium Modulators[J].Annu.Rep.Med.Chem.,1986,21:85.(b)Bossert V F,Meyer H,Wehinger E.A new class of highly active calciumanatagonists[J].Angew.Chem.Int.Ed.Engl.,1981,20:762.(c)Zhao BJ,Zhu X Q,Lu Y,Xia C Z,Cheng J P.Kinetic and mechanistic investigation on the oxidation ofHantzsch 1,4-dihydropyridines with the tropyliumcation:a model for NADHoxidation[J].Tetrahedron Lett.,2000,41:257.(d)Zhu X Q,Zhao BJ,Chen J P.Mechanisms of the oxidations of NAD(P)Hmodel hantzsch 1,4-dihydropyridinesby nitric oxide andits donor N-methyl-N-nitrosotoluene-p-sulfonamide[J].J.Org.Chem.,2000,65:8158-8163.
[2] Stout D M,Meyers AI.Recent advancesinthe chemistry of dihydropyridines[J].Chem.Rev.,1982,82(2):223-243.
[3] Jin MZ,Yang L,Wu L M,Liu Y C,Liu Z L.Novel photoinduced aromatization of hantzsch 1,4-dihydropyridines[J].Chem.Commun.,1998,2451-2452.
[4] 陈彬,王登慧,吴骊珠,张丽萍,佟振合.利用二氢吡啶光诱导芳香化反应合成3,5-二氰基-2,4,6-三甲基吡啶[J].感光科学与光化学(影像科学与光化学),2007,25(3):161-164.Chen B,Wang D H,Wu L Z,Zhang L P,Tung C H.Synthesis of 3,5-dicyano-2,4,6-tri methylpyridine by photoin-duced aromatization of 1,4-dihydro-3,5-dicyano-2,4,6-tri methylpyridine[J].Photographic Science and Photochem-istry(Imaging Science and Photochemistry),2007,25(3):161-164.
[5] Zhang D,Wu L Z,Zhou L,Han X,Yang Q Z,Zhang L P,Tung C H.Photocatalytic hydrogen production fromhantzsch 1,4-dihydropyridines by platinum(Ⅱ)terpyridyl complexes in homogeneous solution[J].J.Am.Chem.Soc.,2004,126:3440-3441.
[6] Feng K,Zhang R Y,Wu L Z,Tu B,Peng ML,Zhang L P,Zhao D Y,Tung C H.Photooxidation of olefins underoxygenin platinum(Ⅱ)complex-loaded mesoporous molecular sieves[J].J.Am.Chem.Soc.,2006,128:14685-14690.
[7] Yang QZ,Wu L Z,Wu Z X,Zhang L P,Tung C H.Long-lived emission fromplatinum(Ⅱ)terpyridyl acetylidecomplexes[J].Inorg.Chem.,2002,41:5653-5655.
[8] Anniyappan M,Muralidharan D,Perumanl P T.Synthesis of hantzsch 1,4-dihydropyridines under microwaveirradi-ation[J].Synth.Comm.,2002,32:659.

Photocatalytic Aromatization of Hantzsh 1,4-Dihydropyridines in Platinum(Ⅱ) Complex-loaded Mesoporous Molecular Sieves

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