Enthalpy and entropy in ring closure reactions

Felice C Lightstone; Thomas C. Bruice

doi:10.1006/bioo.1998.1096

Enthalpy and entropy in ring closure reactions

Felice C Lightstone, Thomas C. Bruice

Biosciences and Biotechnology

Research output: Contribution to journal › Article › peer-review

23 Scopus citations

Abstract

The strain and entropy effects of the lactone formation from ω- bromoalkane-carboxylate ions in ring sizes 3 to 23 is reevaluated. We find that ΔH((+)) is the largest contributor to the observed rates ΔG((+)) for ring sizes 3 to 6, while-T ΔS((+)) has little influence, -TΔS((+)) has more effect on the observed rates for ring sizes 8 and larger.

Original language	English (US)
Pages (from-to)	193-199
Number of pages	7
Journal	Bioorganic Chemistry
Volume	26
Issue number	4
DOIs	https://doi.org/10.1006/bioo.1998.1096
State	Published - Oct 30 1998

ASJC Scopus subject areas

Biochemistry
Molecular Biology
Organic Chemistry
Drug Discovery

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title = "Enthalpy and entropy in ring closure reactions",

abstract = "The strain and entropy effects of the lactone formation from ω- bromoalkane-carboxylate ions in ring sizes 3 to 23 is reevaluated. We find that ΔH((+)) is the largest contributor to the observed rates ΔG((+)) for ring sizes 3 to 6, while-T ΔS((+)) has little influence, -TΔS((+)) has more effect on the observed rates for ring sizes 8 and larger.",

author = "Lightstone, {Felice C} and Bruice, {Thomas C.}",

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AB - The strain and entropy effects of the lactone formation from ω- bromoalkane-carboxylate ions in ring sizes 3 to 23 is reevaluated. We find that ΔH((+)) is the largest contributor to the observed rates ΔG((+)) for ring sizes 3 to 6, while-T ΔS((+)) has little influence, -TΔS((+)) has more effect on the observed rates for ring sizes 8 and larger.

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Enthalpy and entropy in ring closure reactions

Abstract

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