Investigations of Electronic Interactions Between closo-Boranes and Triple-Bonded Substituents

Author:

Kaszynski Piotr,Pakhomov Serhii,Young Victor G.

Abstract

Intramolecular electronic interactions were investigated in five series of 12-, 10-, and 6-vertex closo-boranes and hydrocarbons (benzene, acetylene, bicyclo[2.2.2]octane, and cubane) substituted with triple-bonded groups Y≡Z (C≡CR, C≡N, C≡O, and N≡N). Structural data (single crystal X-ray crystallography), spectroscopic properties (UV, IR, and NMR), chemical behavior (dediazoniation reactions), and electronic structure calculations (hybridization and π bond order) are all in agreement that the degree of electronic conjugation between the cluster and the Y≡Z substituent is lowest for the 12-vertex closo-borane and highest for the 6-vertex analog.

Publisher

Institute of Organic Chemistry & Biochemistry

Subject

General Chemistry

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