Organosilanes as radical-based reducing agents with low hydrogen donating abilities
Authors:
- Marco Ballestri,
- Chryssostomos Chatgilialoglu,
- Maurizio Guerra,
- Andrea Guerrini,
- Marco Lucarini,
- Giancarlo Seconi
Abstract
Me
3SiSi(H)Me
2, Me
3SiSiMe
2Si(H)Me
2, and (Me
3Si)
3SiSi(H) Me
2 have been used as radical-based reducing agents for a variety of organic substrates. Rate constants for the reaction of primary alkyl radicals with these silanes have been measured over a range of temperature by using the neophyl rearrangement as a radical clock. Some kinetic data have also been obtained for phenyl substituted silanes. The experimental findings are complemented by ab initio MO studies, at different levels of theory, which predict the Si-H bond dissociation energies of PhSiH
3, Ph
2SiH
2, and XSiH
2SiH
2-H, where X = H, Me and SiH
3. The radical trapping abilities of these silanes and other common radical-based reducing agents are compared.
- Record ID
- UAM35926d8b314b4f29bb85e6ba8ba65ab0
- Author
- Journal series
- Journal of the Chemical Society, Perkin Transactions 2, ISSN 1470-1820
- Issue year
- 1993
- Pages
- 421-425
- ASJC Classification
- Language
- (en) English
- Score (nominal)
- 0
- Score source
- journalList
- Publication indicators
- = 33; = 35
- Citation count
- 38
- Uniform Resource Identifier
- https://researchportal.amu.edu.pl/info/article/UAM35926d8b314b4f29bb85e6ba8ba65ab0/
- URN
urn:amu-prod:UAM35926d8b314b4f29bb85e6ba8ba65ab0
* presented citation count is obtained through Internet information analysis and it is close to the number calculated by the Publish or PerishOpening in a new tab system.