Enthalpy and entropy in ring closure reactions

Citation
Fc. Lightstone et Tc. Bruice, Enthalpy and entropy in ring closure reactions, BIOORG CHEM, 26(4), 1998, pp. 193-199
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
BIOORGANIC CHEMISTRY
ISSN journal
00452068 → ACNP
Volume
26
Issue
4
Year of publication
1998
Pages
193 - 199
Database
ISI
SICI code
0045-2068(19981030)26:4<193:EAEIRC>2.0.ZU;2-N
Abstract
The strain and entropy effects of the lactone formation from omega-bromoalk ane-carboxylate ions in ring sizes 3 to 23 is reevaluated. We find that Del ta H double dagger is the largest contributor to the observed rates (Delta G double dagger) for ring sizes 3 to 6, while -T Delta S double dagger has little influence, -T Delta S double dagger has more effect on the observed rates for ring sizes 8 and larger. (C) 1998 Academic Press.