Literature DB >> 12841733

The conjugation stabilization of 1,3-butadiyne is zero.

Donald W Rogers1, Nikita Matsunaga, Andreas A Zavitsas, Frank J McLafferty, Joel F Liebman.   

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.

Entities:  

Year:  2003        PMID: 12841733     DOI: 10.1021/ol030019h

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Applications of natural orbitals for chemical valence in a description of bonding in conjugated molecules.

Authors:  Mariusz Mitoraj; Artur Michalak
Journal:  J Mol Model       Date:  2008-02-16       Impact factor: 1.810

2.  On the large σ-hyperconjugation in alkanes and alkenes.

Authors:  Judy I-Chia Wu; Changwei Wang; William Chadwick McKee; Paul von Ragué Schleyer; Wei Wu; Yirong Mo
Journal:  J Mol Model       Date:  2014-06-10       Impact factor: 1.810

3.  Intramolecular multi-bond strain: the unrecognized side of the dichotomy of conjugated systems.

Authors:  Yirong Mo; Huaiyu Zhang; Peifeng Su; Peter D Jarowski; Wei Wu
Journal:  Chem Sci       Date:  2016-05-20       Impact factor: 9.825

  3 in total

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