Perthio- and Perseleno-1,3-butadienes, -but-1-ene-3-ynes, and -[3]-cumulenes: One-Step Syntheses from 1,4-Dilithio-1,3-butadiyne

Autor:	Paul J. Toscano, Mohan Thiruvazhi, Chunhong He, Frank Tries, Chuangxing Guo, Eric Block
Rok vydání:	2003
Předmět:	Stereochemistry Chemistry Group (periodic table) Organic Chemistry One-Step General Medicine Physical and Theoretical Chemistry Dihedral angle HEXA Biochemistry Medicinal chemistry Stoichiometry Ene reaction
Zdroj:	Organic Letters. 5:1325-1327
ISSN:	1523-7052 1523-7060
Popis:	[reaction: see text] Treatment of 1,4-dilithio-1,3-butadiyne (1) with dichalcogenides RSSR or RSeSeR affords dithio- and diseleno-1,3-butadiynes (2, 3), perthio- and perseleno-[3]-cumulenes (4, 5), perthio- and perseleno-1,3-butadienes (6, 7), and/or perthio- and perseleno-but-1-ene-3-ynes (8, 9). The products can be controlled by stoichiometry and temperature, by the presence or absence of oxygen, and by choice of the "R" group. By X-ray crystallography, hexa(methylthio)-1,3-butadiene is highly twisted, with a torsion angle [Phi(CCCC)] of 84.7 degrees and an elongated C(2)-C(3) distance of 1.484(3) A.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::1b4cd39f01c127a72e2914d90906d1d1 https://doi.org/10.1021/ol034258g Zobrazit plný text záznamu