this work describes the preparation of new shelf-stable aziridinyldifluoroborates even in enantioenriched form that can serve either as Suzuki–Miyaura reagents and as new bifunctional Lewis pairs potentially useful as catalysts or tweezers for small-molecule binding. Such thus far undescribed aziridinedifluoroborates, which can be used for the ortho-functionalization of aromatic aziridines, are, to the best of our knowledge, the first examples of aziridine-functionalized cross-coupling reagents. The methodology could be expanded to other benzylamine derivatives and aryl-substituted N-heterocycles in order to obtain new shelf-stable organoboron reagents. More work is underway in our laboratory in order to expand the synthetic utility of these new reagents.
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Titolo: | New Arilaziridinyldifluoroborates: Useful Suzuki-Miyaura reagents |
Autori: | |
Data di pubblicazione: | 2010 |
Rivista: | |
Abstract: | this work describes the preparation of new shelf-stable aziridinyldifluoroborates even in enantioenriched form that can serve either as Suzuki–Miyaura reagents and as new bifunctional Lewis pairs potentially useful as catalysts or tweezers for small-molecule binding. Such thus far undescribed aziridinedifluoroborates, which can be used for the ortho-functionalization of aromatic aziridines, are, to the best of our knowledge, the first examples of aziridine-functionalized cross-coupling reagents. The methodology could be expanded to other benzylamine derivatives and aryl-substituted N-heterocycles in order to obtain new shelf-stable organoboron reagents. More work is underway in our laboratory in order to expand the synthetic utility of these new reagents. |
Handle: | http://hdl.handle.net/11586/14658 |
Appare nelle tipologie: | 1.1 Articolo in rivista |