CORRELATION OF GAS-PHASE STABILITY OF BRIDGEHEAD CARBOCATIONS WITH RATES OF SOLVOLYSIS AND AB-INITIO CALCULATIONS

Authors
ABBOUD JLM CASTANO O DELLA EW HERREROS M MULLER P NOTARIO R ROSSIER JC
Citation
Jlm. Abboud et al., CORRELATION OF GAS-PHASE STABILITY OF BRIDGEHEAD CARBOCATIONS WITH RATES OF SOLVOLYSIS AND AB-INITIO CALCULATIONS, Journal of the American Chemical Society, 119(9), 1997, pp. 2262-2266
Citations number
51
Categorie Soggetti
Chemistry
Journal title
Journal of the American Chemical Society → ACNP
ISSN journal
00027863
Volume
119
Issue
9
Year of publication
1997
Pages
2262 - 2266
Database
ISI
SICI code
0002-7863(1997)119:9<2262:COGSOB>2.0.ZU;2-R
Abstract
The stability of bridgehead carbocations has been determined by Fourie r transform ion cyclotron resonance spectroscopy (FT ICR) based on dis sociative proton attachment (DPA) of bromides and alcohols. The stabil ity of the ions correlates with the solvolytic reactivity of bridgehea d derivatives over a rate range of 23 log units, and with theoretical calculations for hydride transfer of bridgehead hydrocarbons at the MP 2/6-311G* level.