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HERO ID
2997882
Reference Type
Journal Article
Title
Resolution of Enantiomers of Novel C-2-Symmetric Aminobisphosphinic Acids via Diastereomeric Salt Formation With Quinine
Author(s)
Kaboudin, B; Faghihi, MR; Kazemi, F; Yokomatsu, T
Year
2015
Is Peer Reviewed?
Yes
Journal
Chirality
ISSN:
0899-0042
Volume
27
Issue
1
Page Numbers
71-74
Language
English
PMID
25319000
DOI
10.1002/chir.22391
Web of Science Id
WOS:000346790800010
Abstract
C2 -symmetric N,N-bis(phosphinomethyl)amines were prepared by the thermal reaction of aromatic aldehydes with ammonia and hypophosphorus acid as previously described. Both enantiomers of C2 -symmetric N,N-bis(phosphinomethyl)amine were obtained in a high enantiomeric purity through the diastereomeric salt formation with (-)-quinine, and subsequent fractional crystallization. X-ray crystallographic analysis of one of the diastereomeric salts clearly revealed that (-)-quinine could be an efficient resolving agent for obtaining the single enantiomer (R,R)-N,N-bis(phosphinomethyl)amine.
Keywords
C-2-symmetric; -aminophosphinic acids; thermal reaction
Tags
IRIS
•
Ammonia
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