We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
The Stannum–Ene Reactions of Benzyne and Cyclohexyne with Superb Chemoselectivity for Cyclohexyne.
- Authors
Li, Lianggui; Shan, Chunhui; Shi, Jiarong; Li, Wensheng; Lan, Yu; Li, Yang
- Abstract
The stannum–ene reactions of both benzyne and cyclohexyne were realized, which is particularly suitable for cyclohexyne with a broad substrate scope and excellent chemoselectivity. Our DFT calculations via distortion/interaction analysis revealed that both stannum– and hydrogen–ene reactions with cyclohexyne have later transition states due to their higher distortion energies in the transition states than those in benzyne reactions, which lead to enhanced Pauli repulsion as the decisive factor in the interaction energy accompanied with enlarged energy gap between two types of ene reactions. Therefore, excellent chemoselectivity was disclosed in the cyclohexyne–ene reaction.
- Subjects
CHEMOSELECTIVITY; ENE reactions; BAND gaps
- Publication
Angewandte Chemie, 2022, Vol 134, Issue 17, p1
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.202117351