It was recently discovered that the NO molecule readily adds to a series of intramolecular vicinal phosphane/borane frustrated Lewis pairs (FLPs). [1] Both the active phosphane Lewis base and the borane Lewis acid add to the nitrogen atom to form five-membered heterocyclic aminoxyl radicals. These systems represent a novel class of persistent �nitroxide radicals�, related to the organic TEMPO or PINO radical examples. Formation, structural and chemical features of the new �FLPNO� radicals will be presented and discussed.[1] A. J. P. Cardenas, B. J. Culotta, T. H. Warren, S. Grimme, A. Stute, R. Fr�hlich, G. Kehr, G. Erker, Angew. Chem. Int. Ed. 2011 , 50, 7567-7571. M. Sajid, A. Stute, A. J. P. Cardenas, B. J. Culotta, J. A. M. Hepperle, T. H. Warren, B. Schirmer, S. Grimme, A. Studer, C. G. Daniliuc, R. Fr�hlich, J. L. Petersen, G. Kehr, G Erker, J. Am. Chem. Soc. 2012 , 134, 10156-10168.

Reactions of frustrated Lewis pairs with nitrogen monoxide: Formation of persistent FLPNO radicals

245th National Meeting (2013)

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