Published September 26, 2011
| Supplemental Material
Journal Article
Open
Understanding β-Hydride Eliminations from Heteroatom Functional Groups
Abstract
Using density functional theory, we investigated detailed aspects of the quintessential organometallic process, β-hydride elimination (BHE). In general, we find that most BHE processes from alkyl functional group β-atoms are facile, while BHE processes from heteroatom functional groups (N and O) are prohibitively high in energy. We present calculated molecular orbitals and atomic NBO charges obtained from snapshots along reaction profiles to present a qualitative overview for how heteroatoms adversely affect these processes. We discuss these results to provide an illustration for how these processes proceed, clarifying a sometimes oversimplified model for these reactions.
Additional Information
© 2011 American Chemical Society. Received: June 23, 2011. Publication Date (Web): August 25, 2011. We thank John Keith for piquing our interest in this topic and for his helpful recommendations. We gratefully acknowledge financial support of this research by the Chevron Texaco Energy Research and Technology Co.Attached Files
Supplemental Material - om200542w_si_001.pdf
Files
om200542w_si_001.pdf
Files
(85.9 kB)
Name | Size | Download all |
---|---|---|
md5:62dee9d1a6cad1dcb2c452832d41034a
|
85.9 kB | Preview Download |
Additional details
- Eprint ID
- 27671
- Resolver ID
- CaltechAUTHORS:20111108-105555602
- Chevron Texaco Energy Research and Technology Co.
- Created
-
2011-11-08Created from EPrint's datestamp field
- Updated
-
2021-11-09Created from EPrint's last_modified field