Syntheses of dibenzo[c,e][1,2]diselenin and related novel chalcogenide heterocyclic compounds

Shizuaki Murata, Toshiyasu Suzuki, Akira Yanagisawa, Seiji Suga

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

Reaction of 2,2′‐dilithio‐1,1′‐binaphthyl with selenium followed by air oxidation gives a mixture of dinaph‐thoselenophene and dimer and oligomers of 2,2′‐diseleno‐1,1′‐binaphthyl. 2,2′‐Dilithio‐1,1′‐biphenyl reacts with selenium to afford dibenzo[c,e][1,2]diselenin. Structures of the dimeric 2,2′‐diseleno‐1,1′‐binaphthyl and dibenzo[c,e][1,2]diselenin have been confirmed by X‐ray crystallographic analyses. Similar reaction of 2,2′‐dilithio‐1,1′‐binaphthyl with sulfur or tellurium gives a mixture of dinaphthothiophene and dinaphtho[2,1‐c:‐1′,2′‐e][1,2]dithiin or a mixture of dinaphthotellurophene and oligomer of 2,2′‐ditelluro‐1,1′‐binaphthyl, respectively. Dibenzotellurophene and oligomer of 2,2′‐ditelluro‐1,1′‐biphenyl are obtained from reaction of 2,2′‐dilithio‐1,1′‐biphenyl with tellurium.

Original languageEnglish
Pages (from-to)433-438
Number of pages6
JournalJournal of Heterocyclic Chemistry
Volume28
Issue number2
DOIs
Publication statusPublished - 1991
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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