CaltechAUTHORS
  A Caltech Library Service

Further Evidence for Benzyne as an Intermediate in Nucleophilic Aromatic Substitution Reactions

Panar, M. and Roberts, John D. (1960) Further Evidence for Benzyne as an Intermediate in Nucleophilic Aromatic Substitution Reactions. Journal of the American Chemical Society, 82 (14). pp. 3629-3632. ISSN 0002-7863. http://resolver.caltech.edu/CaltechAUTHORS:20151020-105600979

Full text is not posted in this repository. Consult Related URLs below.

Use this Persistent URL to link to this item: http://resolver.caltech.edu/CaltechAUTHORS:20151020-105600979

Abstract

Some alternatives to the “benzyne” (elimination-addition) mechanism for aminations of non-activated halobenzenes have been disproved by the finding that the amination of iodobenzene-1-^(14)C-2,4,6^(-2)H_3 gives the same extent of ^(14)C rearrangement in the resulting aniline as does iodobenzene-1-^(14)C. The intermediacy of substituted benzynes in non-rearranging aminations of 3-substituted halobenzenes has been confirmed by a study of the hydrogen-deuterium kinetic isotope effect in reactions of 3-bromoanisole-2,4,6-^2H_3.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja01499a039DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja01499a039PublisherArticle
Additional Information:© 1960 American Chemical Society. Received November 24, 1959. Supported in part by the Petroleum Research Fund of the American Chemical Society. Grateful acknowledgment is hereby made to the Donors of this Fund.
Funders:
Funding AgencyGrant Number
American Chemical Society Petroleum Research FundUNSPECIFIED
Other Numbering System:
Other Numbering System NameOther Numbering System ID
Caltech Gates and Crellin Laboratories of Chemistry2512
Record Number:CaltechAUTHORS:20151020-105600979
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20151020-105600979
Official Citation:Further Evidence for Benzyne as an Intermediate in Nucleophilic Aromatic Substitution Reactions M. Panar and John D. Roberts Journal of the American Chemical Society 1960 82 (14), 3629-3632 DOI: 10.1021/ja01499a039
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:61327
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:20 Oct 2015 19:47
Last Modified:20 Oct 2015 19:47

Repository Staff Only: item control page