SYNTHESIS AND SPONTANEOUS RACEMIZATION OF BENZ[A]ANTHRACENE 3,4-OXIDE - PHOTOCHEMICAL OXYGEN-WALK REARRANGEMENTS OF ARENE OXIDES OF BENZ[A]ANTHRACENE AND TRIPHENYLENE TO YIELD OXEPINES

被引：7

作者：

BOYD, DR

SHARMA, ND

AGARWAL, SK

GADAGINAMATH, GS

OKANE, GA

JENNINGS, WB

YAGI, H

JERINA, DM

机构：

[1] NIADDKD,BIOORGAN CHEM LAB,BETHESDA,MD 20892

[2] NATL UNIV IRELAND UNIV COLL CORK,DEPT CHEM,CORK,IRELAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 04期

关键词：

D O I：

10.1039/p19930000423

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Benz[a]anthracene 3,4-oxide 2, when synthesised from optically pure dibromo ester precursors, was found to have racemized spontaneously and was accompanied by anthra[2,1-b]oxepine 14. Photoisomerization of benz[a]anthracene 3,4-oxide2, triphenylene 1,2-oxide4 and benz[a]anthracene 1,2-oxide 5 proceeds via an oxygen-walk mechanism to yield anthra[2,1 -b]oxepine 14, phenanthro[10,9-b]oxepine 16 and anthra[2,1 -f]oxepine 17 respectively.

引用

收藏

页码：423 / 429

页数：7

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