TY - JOUR
ID - pittir17259
UR - http://d-scholarship-dev.library.pitt.edu/17259/
A1 - Monot, J
A1 - Fensterbank, L
A1 - Malacria, M
A1 - Laco?te, E
A1 - Geib, SJ
A1 - Curran, DP
Y1 - 2010/08/02/
N2 - In situ formation of two cyclic (alkyl) (amino) carbenes (CAACs) followed by addition of BF3×Et2O provided the first two examples of CAAC-BF3 complexes: 1-(2,6-diisopropylphenyl)-3,5,5- trimethyl-3-phenylpyrrolidin-2-ylidene trifluoroborane, and 2-(2,6- diisopropylphenyl)-3,3-dimethyl-2-azaspiro[4.5]decan-1-ylidene trifluoroborane. These CAAC-BF3 complexes are robust compounds that are stable to ambient laboratory conditions and silica gel chromatography. They were characterized by spectroscopy and X-ray crystallography. In contrast, a CAAC complex with borane (BH3) was readily formed in situ according to 1H and 11B NMR analysis, but did not survive the workup conditions. These results set the stage for further studies of the chemistry of CAAC boranes. © 2010 Monot et al.
JF - Beilstein Journal of Organic Chemistry
VL - 6
SN - 1860-5397
TI - CAAC boranes. synthesis and characterization of cyclic (alkyl) (amino) carbene borane complexes from BF3 and BH3
SP - 709
AV - public
EP - 712
ER -