title: In situ approach for testing the enantiopurity of chiral amines and amino alcohols by 1H NMR.
abstract: An in situ approach involving a simple mix and shake method for testing the enantiopurity of primary, secondary and tertiary chiral amines and their derivatives, chiral amino alcohols, by (1)H-NMR spectroscopy is developed. The protocol involves the in situ formation of chiral ammonium borate salt from a mixture of C2 symmetric chiral BINOL, trialkoxyborane and chiral amines. The proposed concept was demonstrated convincingly on a large number of chiral and pro-chiral amines and amino alcohols, and also aids the precise measurement of enantiomeric excess. The protocol can be completed in a couple of minutes directly in the NMR sample tube, without the need for any physical separation.
authors.affiliation: NMR Research Centre, Solid State and Structural Chemistry Unit, Indian Institute of Science, Bangalore-560012, India. nsp@nrc.iisc.ernet.in.
authors.forename: Sandeep Kumar
authors.initials: SK
authors.lastname: Mishra
authors.forename: Sachin R
authors.initials: SR
authors.lastname: Chaudhari
authors.forename: N
authors.initials: N
authors.lastname: Suryaprakash
mesh_terms: D000588:Amines / Q000737:chemistry*; D000605:Amino Alcohols / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011522:Protons; D013237:Stereoisomerism
chemical_list: D000588:Amines; D000605:Amino Alcohols; D011522:Protons