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The conjugation stabilization of 1,3-butadiyne is zero
Donald W Rogers1, Nikita Matsunaga, Andreas A Zavitsas
1Department of Chemistry and Biochemistry, Long Island University, Brooklyn, New York 11201, USA. drogers@liu.edu
Organic Letters
|July 5, 2003
Abstract:
[reaction: see text] In contrast to 1,3-butadiene, the textbook example of "conjugation stabilization", G3(MP2) calculations yielding the enthalpy of hydrogenation Delta(hyd)H(298) of 1,3-butadiyne indicate that it is not stabilized by the conjugated configuration of its triple bonds. Differences between ethylenic and acetylenic pi bonds are examined in the light of CAS-MCSCF calculations on 1,3-butadiene and 1,3-butadiyne.