N-aryl groups are ubiquitous in cross-dehydrogenative couplings because they stabilize reactive intermediates
The mechanism of cross-dehydrogenative coupling (CDC) reactions has been examined by experimental and computational methods. We provide a rationale for the ubiquity of the N-aryl group in these reactions. The aryl substituent stabilizes two intermediates and the high-energy transition state that con...
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| Main Authors: | , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
June 21, 2017
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| In: |
Chemistry - a European journal
Year: 2017, Volume: 23, Issue: 39, Pages: 9313-9318 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201700430 |
| Online Access: | Verlag, Volltext: http://dx.doi.org/10.1002/chem.201700430 Verlag, Volltext: http://onlinelibrary.wiley.com/doi/10.1002/chem.201700430/epdf Verlag, Volltext: http://onlinelibrary.wiley.com/doi/10.1002/chem.201700430/abstract 
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| Author Notes: | Althea S.-K. Tsang, A. Stephen K. Hashmi, Peter Comba, Marion Kerscher, Bun Chan, Matthew H. Todd |
| Summary: | The mechanism of cross-dehydrogenative coupling (CDC) reactions has been examined by experimental and computational methods. We provide a rationale for the ubiquity of the N-aryl group in these reactions. The aryl substituent stabilizes two intermediates and the high-energy transition state that connects them, which together represent the rate-determining step. This knowledge has enabled us to predict whether new CDC substrates will react either well or poorly. |
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| Item Description: | Gesehen am 21.08.2017 |
| Physical Description: | Online Resource |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201700430 |