Dixit, Vaibhav A. ; Rathi, Prakash C. ; Bharatam, Prasad V. (2010) Intramolecular dihydrogen bond: A new perspective in Lewis acid catalyzed nucleophilic epoxide ring opening reaction Journal of Molecular Structure: THEOCHEM, 962 (1-3). pp. 97-100. ISSN 0166-1280
Full text not available from this repository.
Official URL: http://doi.org/10.1016/j.theochem.2010.09.020
Related URL: http://dx.doi.org/10.1016/j.theochem.2010.09.020
Abstract
Nucleophilic epoxide ring opening reactions can be effectively carried out with BF3 but not with BH3. This has been traced to the formation of an intermediate with an intramolecular dihydrogen bond which prefers to yield a species with frustrated Lewis acid–base pair after liberating H2 molecule in the BH3 catalyzed system. Quantum chemical analysis indicates that the H2 liberation is more favorable by 37.8 kcal/mol in comparison to the desired aminoalcohol formation.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier B.V. |
| Keywords: | Dihydrogen Bond; Epoxide Ring Opening; Frustrated Lewis Pairs; Hydrogen Eliminationstorage. |
| ID Code: | 116530 |
| Deposited On: | 12 Apr 2021 10:07 |
| Last Modified: | 12 Apr 2021 10:07 |
Repository Staff Only: item control page
