Using 11C/14C Incoming Group and Secondary α-Deuterium KIEs To Determine How a Change in Leaving Group Alters the Structure of the Transition State of the SN2 Reactions between m-Chlorobenzyl para-Substituted Benzenesulfonates and Cyanide Ion-Reference-Cited by-同舟云学术

Using 11C/14C Incoming Group and Secondary α-Deuterium KIEs To Determine How a Change in Leaving Group Alters the Structure of the Transition State of the SN2 Reactions between m-Chlorobenzyl para-Substituted Benzenesulfonates and Cyanide Ion

Published:1998-03-28 Issue:14 Volume:120 Page:3340-3344
ISSN:0002-7863
Container-title:Journal of the American Chemical Society
language:en
Short-container-title:J. Am. Chem. Soc.

Author:

Westaway Kenneth C.¹,Fang Yao-ren¹,Persson Jonas¹,Matsson Olle¹

Affiliation:

1. Contribution from the Department of Chemistry and Biochemistry, Laurentian University, Sudbury, Ontario, Canada P3E 2C6, and the Institute of Chemistry, Department of Organic Chemistry, Uppsala University, Box 531, S-75121, Uppsala, Sweden

Publisher

American Chemical Society (ACS)

Subject

Colloid and Surface Chemistry,Biochemistry,General Chemistry,Catalysis

Link

https://pubs.acs.org/doi/pdf/10.1021/ja972981u

Reference31 articles.

1. 198. Nucleophilic reactivity. Part II. The reaction between substituted thiophenols and benzyl bromides

2. .alpha.-Deuterium isotope effect for displacement of the nitrate group

3. Isotope effects in nucleophilic substitution reactions. III. The effect of changing the leaving group on transition state structure in SN2 reactions

4. Isotope effects in nucleophilic substitution reactions. IV. The effect of changing a substituent at the α carbon on the structure of SN2 transition states

5. Steric Effects in SN2 Reactions. Primary Carbon Kinetic Isotope Effects in Menshutkin Reactions

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