fulltext.study @t Gmail

Pd nanosized particles supported on chitosan and 6-deoxy-6-amino chitosan as recyclable catalysts for Suzuki–Miyaura and Heck cross-coupling reactions

Paper ID Volume ID Publish Year Pages File Format Full-Text
41762 45899 2011 11 PDF Available
Title
Pd nanosized particles supported on chitosan and 6-deoxy-6-amino chitosan as recyclable catalysts for Suzuki–Miyaura and Heck cross-coupling reactions
Abstract

Several chitosan and 6-deoxy-6-amino chitosan-Schiff base ligands (1–4) were prepared by condensation of either 2-pyridinecarboxaldehyde or 2-(diphenylphosphino)benzaldehyde with the amino group(s) on chitosan and its derivative (6-deoxy-6-amino chitosan). The supported ligands were reacted with [PdCl2(COD)] to form chitosan-supported PdII catalysts (5–8). All the supported catalysts were air- and moisture-stable and have been characterized using elemental analysis, ICP-MS, UV–vis, FT-IR, PXRD, TGA, 31P solid state NMR and TEM. As models for the heterogenized catalysts (5 and 6), mononuclear PdII complexes (9 and 10) were also prepared via the Schiff-base condensation reaction of 1,3,4,6-tetra-O-acetyl-β-d-glucosamine hydrochloride to form 1,3,4,6-tetra-O-acetyl-β-d-glucos-2-pyridylimine and 1,3,4,6-tetra-O-acetyl-β-d-glucos-2-(diphenylphosphino)imine which were subsequently reacted with [PdCl2(COD)]. Complexes (9 and 10) and their precursors were characterized by 1H and 31P NMR, UV–vis, FT-IR spectroscopy and elemental analysis.Catalytic Suzuki–Miyaura and Heck carbon–carbon cross-coupling reactions were carried out using the supported Pd catalysts and their mononuclear analogues. The immobilized and homogeneous catalysts showed high activity for both the Suzuki–Miyaura and Heck cross-coupling reactions in organic and aqueous media. Homogeneous catalysts (9 and 10) decomposed during the first run, while the supported catalysts could be recycled and reused up to five times.

Graphical abstractFigure optionsDownload full-size imageDownload high-quality image (88 K)Download as PowerPoint slideResearch highlights▶ Chitosan-supported Pd(II) catalysts were synthesized in good yield. ▶ The Pd(II) catalysts were characterized using various analytical techniques. ▶ High catalytic activity was exhibited in Suzuki–Miyaura and Heck coupling reactions. ▶ No Pd leaching was detected in the products as determined by ICP-MS. ▶ The catalysts could be recycled and reused up to five times with consistent activity.

Keywords
Chitosan; Suzuki–Miyaura; Heck; Heterogeneous PdII catalysis; Schiff-base
First Page Preview
Pd nanosized particles supported on chitosan and 6-deoxy-6-amino chitosan as recyclable catalysts for Suzuki–Miyaura and Heck cross-coupling reactions
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us
Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 393, Issues 1–2, 15 February 2011, Pages 231–241
Authors
, , ,
Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us