蒽环与苯环间的光化学Ⅲ.9-(苯基氧甲基)蒽的合成及其光化学反应

doi:10.7517/j.issn.1674-0475.2004.02.103

影像科学与光化学 ›› 2004, Vol. 22 ›› Issue (2): 103-107.DOI: 10.7517/j.issn.1674-0475.2004.02.103

蒽环与苯环间的光化学Ⅲ.9-(苯基氧甲基)蒽的合成及其光化学反应

高春梅, 曹德榕, 朱磊

中国科学院, 广州化学研究所, 广州, 510650

收稿日期:2003-09-23 修回日期:2003-12-30 出版日期:2004-03-23 发布日期:2004-03-23
通讯作者: 曹德榕, Tel:020-85232903.
基金资助:
国家自然科学基金(20272059);广东省自然科学基金(010531)

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

GAO Chun-mei, CAO De-rong, ZHU Lei

Guangzhou Institute of Chemistry, Chinese Academy of Sciences, Guangzhou 510650, P.R. China

Received:2003-09-23 Revised:2003-12-30 Online:2004-03-23 Published:2004-03-23

摘要/Abstract

摘要： 对苯二酚和间苯二酚1分别与氯化苄反应生成单醚2,2与9-氯甲基蒽反应生成含有苯环和蒽环的9-(苯基氧甲基)蒽3,3在光照下发生裂解和重排,最后生成蒽环和蒽环间的光致环加成产物biplanene 4和lepidopterene 5.

关键词: 蒽, 苯, 光致环加成, 光化学

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

中图分类号:

高春梅, 曹德榕, 朱磊. 蒽环与苯环间的光化学Ⅲ.9-(苯基氧甲基)蒽的合成及其光化学反应[J]. 影像科学与光化学, 2004, 22(2): 103-107.

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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蒽环与苯环间的光化学Ⅲ.9-(苯基氧甲基)蒽的合成及其光化学反应

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

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