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Synlett 2015; 26(04): 471-478
DOI: 10.1055/s-0034-1379945
DOI: 10.1055/s-0034-1379945
letter
Conditions and Edges for the Photochemical Generation of Short-Lived Aryl Cations: A Computational Approach
Further Information
Publication History
Received: 27 September 2014
Accepted after revision: 02 December 2014
Publication Date:
20 January 2015 (online)
Abstract
A DFT investigation on the conditions required for the photochemical generation of triplet aryl cations from differently para-substituted aryl halides has been carried out. The results showed a correlation between the energy change associated with the Ar–X bond heterolytic cleavage and the substituent Hammett–Brown constant (σp +). The method provides a means to predict the viability of the ArSN1 photosubstitution reaction.
Key words
phenyl cations - metal-free arylation - photochemical activation - aryl halides - Hammett–Brown constantsSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1379945.
- Supporting Information
Primary Data
- Primary Data for this article are available online at http://www.thieme-connect.com/products/ejournals/journal/10.1055/s-00000083 and can be cited using the following DOI: 10.4125/pd0062th.
- Primary Data
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See for recent examples:
See for reviews:
See for recent examples:
Several computational investigations have been carried out see for instance: