Preparation and Properties of 1,1′-Disubstituted Trichotomine Derivatives with a Twisted C=C Bond

Hajime Irikawa, Satoru Kanke, Kousuke Mito, Yasuhiro Kobayashi, Tomoko Akasaka, Tadashi Atsumi, Hirokazu Arimoto, Yasuaki Okumura

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Green trichotomine derivatives bearing alkyl groups on C1 and C1′ were prepared. In their absorption spectra, the λmax shifted to longer wavelengths as the 1,1′-substituents became bulkier, and the bathochromism indicated twisting of the central C2=C2′ double bond. A 1,1′-dimethyltrichotomine derivative underwent autooxidation to give orange-red 1,11b-dihydroxylated and 1,11b-seco-dicarbonyl compounds, in which twisting of the central C2=C2′ double bond might be relieved by the decreasing steric interactions between the substituents on C1 and the C3′ carbonyl groups.

Original languageEnglish
Pages (from-to)1673-1677
Number of pages5
JournalBulletin of the Chemical Society of Japan
Volume69
Issue number6
DOIs
Publication statusPublished - 1996 Jun
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

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