Water as reaction medium for intermolecular C-H alkane functionalization in micellar catalysis
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Publication Date
2017 -
Publisher
ACS Catalysis -
Citation
Álvarez, M., Gava, R., Rodríguez, M. R., Rull, S. G., & Pérez, P. J. (2017). Water as the Reaction Medium for Intermolecular C–H Alkane Functionalization in Micellar Catalysis. ACS Catalysis, 7(5), 3707-3711. https://doi.org/10.1021/acscatal.6b03669 -
Abstract
A series of alkanes CnH2n+2 have been functionalized in water as the reaction medium, using a silver-based catalyst, upon insertion of carbene (CHCO2Et from N2CHCO2Et) groups into their carbon-hydrogen bonds of hexane, cyclohexane or 2-methylbutane, among others. The regioselectivity toward the distinct reaction sites is identical to that found in neat alkane, the water-based system allowing the use of a much shorter excess of the hydrocarbon. This is the first example of the intermolecular functionalization of alkanes with this strategy in water. The functionalized alkanes partially undergoes a incorporation of a second carbene unit to provide a-(acyloxy)acetates, in an unprecedented tandem reaction of this nature. -
Project
info:eu-repo/grantAgreement/MINECO [CTQ2014-52769-C03-01 and CTQ2014-62234-EXP]
Fichero | Tamaño | Formato |
| Description |
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Water as reaction.pdf | 710.9Kb | View/ | versión post-print |
Fichero | Tamaño | Formato |
| Description |
---|---|---|---|---|
Water as reaction.pdf | 710.9Kb | View/ | versión post-print |