Synthesis and characterization of new amine-imine ligands based on trans-2,5-disubstituted pyrrolidines

James A. Sweet, Jennifer M. Cavallari, William A. Price, Joseph W. Ziller, Dominic V Mcgrath

Research output: Contribution to journalArticle

40 Citations (Scopus)

Abstract

We present a modular synthesis of a new class of chiral N,N-chelating ligands containing the C2-symmetric trans-2,5-disubstituted pyrrolidine moiety linked to a pyridine ring. (-)-2-[(2R,5R)-2,5-Dimethylpyrrolidin-1-ylmethyl]pyridine (11, (R,R)-MePMP), (-)-2-[2((2R,5R)-2,5-dimethylpyrrolidin- (12, (R,R)-MePEP), and (+)-2-[(2R,5R)-2,5-diphenylpyrrolidin-1-ylmethyl]pyridine (13, (R,R)-PhPMP) have been prepared. The X-ray structure of the (Λ3-allyl)Pd complex of (R,R)-MePMP (11) is reported.

Original languageEnglish (US)
Pages (from-to)207-211
Number of pages5
JournalTetrahedron Asymmetry
Volume8
Issue number2
DOIs
StatePublished - Jan 23 1997
Externally publishedYes

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Pyrrolidines
Imines
Pyridine
imines
Amines
pyridines
amines
Ligands
ligands
synthesis
Chelation
X-Rays
X rays
rings
pyridine
x rays

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Materials Chemistry
  • Drug Discovery

Cite this

Synthesis and characterization of new amine-imine ligands based on trans-2,5-disubstituted pyrrolidines. / Sweet, James A.; Cavallari, Jennifer M.; Price, William A.; Ziller, Joseph W.; Mcgrath, Dominic V.

In: Tetrahedron Asymmetry, Vol. 8, No. 2, 23.01.1997, p. 207-211.

Research output: Contribution to journalArticle

Sweet, James A. ; Cavallari, Jennifer M. ; Price, William A. ; Ziller, Joseph W. ; Mcgrath, Dominic V. / Synthesis and characterization of new amine-imine ligands based on trans-2,5-disubstituted pyrrolidines. In: Tetrahedron Asymmetry. 1997 ; Vol. 8, No. 2. pp. 207-211.
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