PHOTOCHEMISTRY BETWEEN ANTHRACENE AND BENZENE RINGS Ⅲ. SYNTHESIS AND PHOTOCYCLOADDITION OF 9-(PHENYLOXY-METHYL) ANTHRACENES

doi:10.7517/j.issn.1674-0475.2004.02.103

Abstract

Abstract: 9-(Phenyloxymethyl)anthracene 3 were prepared by the coupling reaction between 9- chloromethylanthracene and mono ethers 2 which were synthesized by the etherization between benzyl chloride and hydroquinone or resorcin.The intra-molecular photocycloaddition reaction of 3 between anthracene and benzene rings did not occur because the bond of -phenyl-O-CH₂-anthryl- of 3 might be easily cleaved under irradiation with UV.Thus,biplanene 4 and lepidopterene 5 were formed by the cleavage of the bond and rearrangement of the radical under the irradiation of the diluted solution of 3 with UV.

Key words: anthracene, benzene, photocycloaddition, photochemistry

CLC Number:

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.

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