Preparation of enantiomers of 1-(1-naphthyl)-2,2-dimethylpropylamine and their behaviour as chiral solvating agents: study of diastereochemic association by Job's plots and intermolecular NOE measurements

Authors
Port, A Virgili, A Alvarez-Larena, A Piniella, JF
Citation
A. Port et al., Preparation of enantiomers of 1-(1-naphthyl)-2,2-dimethylpropylamine and their behaviour as chiral solvating agents: study of diastereochemic association by Job's plots and intermolecular NOE measurements, TETRAHEDR-A, 11(18), 2000, pp. 3747-3757
Citations number
26
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
11
Issue
18
Year of publication
2000
Pages
3747 - 3757
Database
ISI
SICI code
0957-4166(20000922)11:18<3747:POEO1A>2.0.ZU;2-S
Abstract
Enantiomers of 1-(1-naphthyl)-2,2-dimethylpropylamine have been obtained an d considered as chiral solvating agents against several compounds. The form ed complexes have been studied with the aid of the nuclear Overhauser effec t and its stoichiometry by the method of continuous variations. Two diaster eoisomeric complexes present similar geometry of association by pi-pi -stac king of the aromatic rings and by hydrogen bonding of the functional groups . (C) 2000 Elsevier Science Ltd. All rights reserved.