688-71-1Relevant articles and documents
(Fluoroorgano)fluoroboranes and -fluoroborates I: Synthesis and spectroscopic characterization of potassium fluoroaryltrifluoroborates and fluoroaryldifluoroboranes
Frohn,Franke,Fritzen,Bardin
, p. 127 - 135 (2007/10/03)
A convenient preparation of K[ArBF3] (Ar=2-C6H4F, 3-C6H4F, 4-C6H4F, 2,6-C6H3F2, 3,5-C6H3F2, 2,4,6-C6H2F3, 3,4,5-C6H2F3, 2,3,4,5-C6HF4 and C6F5) is offered and the IR and multinuclear NMR spectra of these salts are reported. Treatment of the trifluoroborate salts with BF3 in chlorocarbon solvents provides an easy synthetic route to the corresponding aryldifluoroboranes ArBF2. The multinuclear NMR spectra of ArBF2 are presented. The electron substituent effect of the [-BF3]--group shows this substituent as one of the strongest σ-electron donors, while its π-electron influence is negligible (σI=-0.32, σR=-0.07).
Convergent synthesis of alpha -aryl- beta -ketonitriles
-
, (2008/06/13)
The present invention relates to processes for the production of alpha -aryl- beta -ketonitriles, which serve as synthetic intermediates in the preparation of a series of biologically important molecules such as corticotropin releasing factor (CRF) receptor antagonists.
Amine boranes. III. Propanolysis of pyridine boranes
Ryschkewitsch,Birnbaum
, p. 575 - 578 (2008/10/08)
The solvolysis kinetics in 1-propanol of a number of alkyl-substituted pyridine boranes was studied. The reactions were first order in amine borane. Linear variation of log k with pKa of the pyridinium ion was observed for groups of compounds with the same ortho substituents; steric enhancement of rate was attributed to 1.1 and 3.5 kcal./mole of strain relief in the transition state for one or two o-methyl groups, respectively. It was concluded that the solvolysis mechanism involves B-N cleavage in the slow step. It was found that the free energy of the transition state referred to the dissociation products was invariant with substitutions on the pyridine ring.