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Direct suprafacial 1,3‐hydrogen migration of 1,1‐dimethyl‐2‐(9‐phenanthryl)cyclopropane
Author(s) -
GuoSheng Wu,
YunFei Ma,
ZhenLian Li,
JianHua Xu
Publication year - 1987
Publication title -
acta chimica sinica english edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 0256-7660
DOI - 10.1002/cjoc.19870050410
Subject(s) - chemistry , cyclopropane , photochemistry , hydrogen , hydrogen bond , ring (chemistry) , degradation (telecommunications) , medicinal chemistry , stereochemistry , organic chemistry , molecule , telecommunications , computer science
Irradiation of the title compound with two D‐labeled methyl groups gave 2‐methyl‐d 3 ‐4‐(9‐phenanthryl)‐1‐butene‐d 3 , which was eluciated on the bases of the spectral evidences and chemical degradation. Based on the discussions of MO following and bond order change between the designed basis orbital pairs on excitation, the most reasonable ring‐opening mode of the title compound appeared to be the direct suprafacial 1,3‐hydrogen migration.