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Syntheses of dibenzo[ c,e ][1,2]diselenin and related novel chalcogenide heterocyclic compounds
Author(s) -
Murata Shizuaki,
Suzuki Toshiyasu,
Yanagisawa Akira,
Suga Seiji
Publication year - 1991
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570280243
Subject(s) - chemistry , biphenyl , tellurium , selenium , oligomer , dimer , chalcogenide , sulfur , chalcogen , medicinal chemistry , phenol , polymer chemistry , crystallography , organic chemistry
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.