TY  - JOUR
ID  - pittir17258
UR  - http://d-scholarship-dev.library.pitt.edu/17258/
IS  - 42
A1  - Solovyev, A
A1  - Chu, Q
A1  - Geib, SJ
A1  - Fensterbank, L
A1  - Malacria, M
A1  - Lacôte, E
A1  - Curran, DP
Y1  - 2010/10/27/
N2  - Boryl halide, carboxylate and sulfonate complexes of 1,3-bis(2,6- diisopropylphenyl)imidazol-2-ylidene (dipp-Imd-BH2X, X = halide or sulfonate) have been prepared from the parent borane dipp-Imd-BH3 by (1) substitution reactions with R-X (X = halide or sulfonate), (2) reactions with electrophiles (like I2 or NIS), or (3) acid/base reactions with HX (provided that HX has a pKa of about 2 or less). Dipp-Imd-BH 2I is most conveniently prepared by reaction with diiodine while dipp-Imd-BH2OTf is best prepared by reaction with triflic acid. These and other less reactive complexes behave as electrophiles and can be substituted by a wide range of heteroatom nucleophiles including halides, thiolates and other sulfur-based nucleophiles, isocyanate, azide, nitrite, and cyanide. The resulting products are remarkably stable, and many have been characterized by X-ray crystallography. Several are members of very rare classes of functionalized boron compounds (boron azide, nitro compound, nitrous ester, etc.). © 2010 American Chemical Society.
JF  - Journal of the American Chemical Society
VL  - 132
SN  - 0002-7863
TI  - Substitution reactions at tetracoordinate boron: Synthesis of N-heterocyclic carbene boranes with boron-heteroatom bonds
SP  - 15072 
AV  - public
EP  -  15080
ER  -