Strategy for the resolution of a chiral dearomatization agent:[TpRe(CO)(1-methylimidazole)] coordination of alpha-pinene (Tp = hydridotris(pyrazolyl)borate).
A methodology for resolving TpRe(CO)(1-methylimidazole)(eta(2)-benzene) has been developed utilizing (R)-alpha-pinene. Each enantiomer of the [TpRe(CO)(MeIm)] system can be obtained with the enantiomer ratio (er) = 97:3 by taking advantage of differing rates of pinene substitution for the two diastereomers of TpRe(CO)(MeIm)(eta(2)-(R)-alpha-pinene).
Meiere
Scott H
SH
Department of Chemistry, University of Virginia, Charlottesville, VA 22901, USA.
Valahovic
Mark T
MT
Harman
W Dean
WD
D000081008:Bicyclic Monoterpenes; D001881:Borates / Q000737:chemistry / Q000302:isolation & purification*; D007093:Imidazoles / Q000737:chemistry / Q000302:isolation & purification; D039821:Monoterpenes / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry / Q000302:isolation & purification*; D012211:Rhenium / Q000737:chemistry; D013237:Stereoisomerism
C471689:(hydridotris(pyrazolyl)borate)rhenium(carbonyl)(1-methylimidazole)(eta2-benzene); D000081008:Bicyclic Monoterpenes; D001881:Borates; D007093:Imidazoles; D039821:Monoterpenes; D009942:Organometallic Compounds; D012211:Rhenium; C005451:alpha-pinene