One-Electron-Addition to Pentavalent Phosphorus with the Phosphorus-Chlorine Bond as Acceptor Introducing a Fundamental Distinction in Substitution Mechanism between SN2(P) and SN2(C)
Open Access
- 1 January 2019
- journal article
- Published by Scientific Research Publishing, Inc. in Open Journal of Physical Chemistry
- Vol. 09 (03), 182-191
- https://doi.org/10.4236/ojpc.2019.93010
Abstract
An electron-addition, under single-crystal conditions, to pentavalent phosphorus compounds as Cl-P (=O, S) Y, Z with the P-Cl bond as electron-accepting group, is selected as an additional model for SN2(P) like reactions. It is demonstrated that the geometric information stored in the tetrahedral configuration (substrate) can be transmitted in the corresponding trigonal bipyramidal (TBP) state for nucleophilic substitution. In this article, we focus on these specific mechanistic aspects of carbon and phosphorus. We consider our study as a contribution to the significance of these (bio)chemical intermediates.Keywords
This publication has 1 reference indexed in Scilit:
- Nucleophilic Substitution at Phosphorus (SN2@P): Disappearance and Reappearance of Reaction BarriersJournal of the American Chemical Society, 2006