Perthio- and perseleno-1,3-butadienes, -but-1-ene-3-ynes,and -[3]-cumulenes: one-step syntheses from 1,4-dilithio-1,3-butadiyne |
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| Authors: | Block Eric Tries Frank He Chunhong Guo Chuangxing Thiruvazhi Mohan Toscano Paul J |
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| Institution: | Department of Chemistry, State University of New York at Albany, Albany, New York 12222, USA. eb801@albany.edu |
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| Abstract: | 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. |
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