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- Title
Exceptionally Long C−C Single Bonds in Diamino‐o‐carborane as Induced by Negative Hyperconjugation.
- Authors
Li, Junxia; Pang, Ronglin; Li, Zhifang; Lai, Guoqiao; Xiao, Xu‐Qiong; Müller, Thomas
- Abstract
The synthesis of a series of 1,2‐diamino‐o‐carboranes (1–4) is reported. The molecular structures of these diamino‐o‐carboranes are remarkable as the inner‐cluster C−C bonds are all ultra‐long (162.7–193.1 pm) and vary substantially with small variations in the substituents. The results of quantum mechanical investigations suggest that the origin of the bond elongation is significant in‐plane negative hyperconjugation of lone pairs of the nitrogen substituents with the σ* orbitals of the C−C bonds in o‐carboranes.
- Subjects
CARBORANES; HYPERCONJUGATION; MOLECULAR structure; X-rays; HYDROCARBONS
- Publication
Angewandte Chemie, 2019, Vol 131, Issue 5, p1411
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201812555