Carborane Formation in Alkyne-Borane Gas Phase Systems. V. Conversion of Two-Carbon to Four-Carbon Carboranes via Alkyne Insertion. NMR Studies of Tetracarba-nido-hexaboranes.
Abstract
The reaction of the square pyramidal carborane 1,2-C2B3H7 with acetylene yields one volatile product, 2,3,4,5-C4B2H6, a carborane of pentagonal pyramidal geometry. The process occurs as a straightforward insertion into the carborane cage, as shown by the use of deuterium- or carbon-13-labeled acetylene. The reaction of 1,2-C2B3H7 with methylacetylene produces 3-CH3C4B2H5 and a lesser quantity of 2-CH3C4B2H5, while the reaction with dimethylacetylene generates predominantly 2,3-(CH3)2C4B2H4 with a smaller amount of 3,4-(CH3)2C4B2H4. The results indicate that alkyne insertion into C2B3H7 occurs primarily at C-B bonds without C-C cleavage, but that insertion into the carborane C-C bond also occurs to a significant extent. The proton and boron-11 NMR spectra of the C4B2H6 derivatives are correlated with structural features and the spectra of the parent compound are interpreted. (Author)
Document Details
- Document Type
- Technical Report
- Publication Date
- Aug 01, 1971
- Accession Number
- AD0729266
Entities
People
- Russell N. Grimes
- Vernon R. Miller
Organizations
- University of Virginia