Theoretical Study of the Electronic Structure and Rotational Isomerism of Bis-Substituted Acetylenes

Article type: Research Article

Authors: Frolov, Yu. L. | Chipanina, N.N. | Kniznik, A.V.

Affiliations: Irkutsk Institute of Organic Chemistry, Siberian Division RAS, Irkutsk 664033, Russia

Note: [] Irkutsk Institute of Organic Chemistry, Siberian Division RAS, Irkutsk 664033, Russia

Abstract: The existence of stable rotational isomers of bis-substituted acetylenes has been checked theoretically. The mutual rotation of π-donating or π-accepting substituents having C2v or Cs local symmetry is characterized by the barriers up to 10 kJ mol− and more according to HF SCF MO data (6–31G and 6–31G* basis sets). Two π-donors or two π-acceptors stipulate stable s-gauche conformation while the molecules with π-donating or π-accepting substituents are stable in s-cis or s-trans conformations.

DOI: 10.1080/13583149612331338777

Journal: Main Group Chemistry, vol. 1, no. 4, pp. 443-444, 1996