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Isoprene hydroamination catalyzed by palladium xantphos complexes

Paper ID Volume ID Publish Year Pages File Format Full-Text
40887 45869 2012 9 PDF Available
Title
Isoprene hydroamination catalyzed by palladium xantphos complexes
Abstract

Pd(II) Xantphos or Xantphos chalcogenide complexes with general folmula [PdCl2(X∩X)] (where X = P, O, S or Se) were synthesized by the addition of corresponding ligands to [PdCl2(COD)] (COD = 1,5-cyclooctadiene). Prepared Complexes [PdCl2(Xantphos)] and [PdCl2(Xantphos = S)] showed distorted square planar geometries, from X-ray crystallographic analysis. All of the prepared complexes showed activity toward intermolecular hydroamination of isoprene with a variety of secondary amines. Complete conversion (∼100%) of pyrrolidine was observed using Pd–Xantphos as catalysts. Hydroamination reactions exhibited regioselectivity when crowded secondary amines were used.

Graphical abstractFigure optionsDownload full-size imageDownload high-quality image (118 K)Download as PowerPoint slideHighlights► Pd–Xantphos complexes are potent isoprene hydroamination catalysts. ► An efficient synthesis of pharmaceutically important amines could be achieved. ► Amines with high steric hindrance yield 4-(3-methylbut-2-enyl) amines before reduction.

Keywords
Isoprene; Secondary amines; Hydroamination; Palladium complexes; Xantphos
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Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volumes 433–434, 8 August 2012, Pages 188–196
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
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Price after discount Only $4.95
100% Money Back Guarantee
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