Rigidified tripodal chiral ligands in the asymmetric recognition of amino compounds

Zhaohua Dai, Xiaodong Xu, James Canary

Research output: Contribution to journalArticle

Abstract

Chiral rigidified piperidine and quinuclidine analogues of tris(2-pyridylmethyl)amine (TPA) derivatives were examined for asymmetric recognition of amino compounds by cyclic voltammetry and fluorescence. A Cu(II) complex of a piperidine analogue discriminated the enantiomers of some chiral amines and amino alcohols, giving differences in electrochemical potential for diastereomeric complexes. Protonated piperidine and quinuclidine analogues were able to differentiate the two enantiomers of certain amino alcohols by fluorescence spectroscopy. The quinuclidine analogue gave a 3-fold difference in response to the two enantiomers of phenyglycinol.

Original languageEnglish (US)
JournalChirality
Volume17
Issue numberSUPPL.
DOIs
StatePublished - 2005

Fingerprint

Quinuclidines
Enantiomers
Amino alcohols
Amino Alcohols
Ligands
Amines
Fluorescence Spectrometry
Fluorescence spectroscopy
Cyclic voltammetry
Fluorescence
Derivatives
piperidine

Keywords

  • Electrochemistry
  • Fluorescence
  • Phenylglycinol
  • Piperidine
  • Quinuclidine

ASJC Scopus subject areas

  • Analytical Chemistry
  • Drug Discovery
  • Organic Chemistry
  • Pharmacology

Cite this

Rigidified tripodal chiral ligands in the asymmetric recognition of amino compounds. / Dai, Zhaohua; Xu, Xiaodong; Canary, James.

In: Chirality, Vol. 17, No. SUPPL., 2005.

Research output: Contribution to journalArticle

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KW - Quinuclidine

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