Resolution of enantiomers of novel C2 -symmetric aminobisphosphinic acids via diastereomeric salt formation with quinine.

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.

journal_name

Chirality

journal_title

Chirality

authors

Kaboudin B,Faghihi MR,Kazemi F,Yokomatsu T

doi

10.1002/chir.22391

subject

Has Abstract

pub_date

2015-01-01 00:00:00

pages

71-4

issue

1

eissn

0899-0042

issn

1520-636X

journal_volume

27

pub_type

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