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.
Original language | English (US) |
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Pages (from-to) | 1061-1083 |
Number of pages | 23 |
Journal | Collection of Czechoslovak Chemical Communications |
Volume | 67 |
Issue number | 7 |
DOIs | |
State | Published - Jul 1 2002 |
Keywords
- Ab initio calculations
- Boranes
- Carboranes
- Electron transmission
- Structure elucidation
- Substituent effects
- X-ray diffraction
- π Interactions