NC palladacycles in the Heck arylation of ethylene: synthesis, structure and their reactivity

TitleNC palladacycles in the Heck arylation of ethylene: synthesis, structure and their reactivity
Publication TypeJournal Article
Year of Publication2009
AuthorsAtla, SB, Kelkar, AA, Puranik, VG, Bensch, W, Chaudhari, RV
JournalJournal of Organometallic Chemistry
Volume694
Issue5
Pagination683-690
Date PublishedMAR
ISSN0022-328X
Keywordsalpha-Aryl propionic acids, Arylation, Palladacycle
Abstract

Monomeric cyclopalladated complexes with NC coordination using ligands 2-phenylpyridine, 2-phenylquinoline, 8-methylquinoline have been synthesized and the structures have been determined by single crystal X-ray structure analysis. The crystal structures of monomeric palladacycles prepared using benzophenone oxime, and 2-phenylpyridine have also been determined. The use of these complexes in the Heck arylation of ethylene with 2-bromo-6-methoxynaphthalne (BMN) to give 2-vinyl-6-methoxynapthalene which is an intermediate for the synthesis of anti-inflammatory drug Naproxen has been examined and also arylation of ethylene with 3-bromo-benzophenone and 4-bromo-isobutylbenzene was investigated. These palladacycles with NC coordination show excellent catalytic activity with a TOF > 4000 h (1). (C) 2008 Elsevier B.V. All rights reserved.

DOI10.1016/j.jorganchem.2008.11.065
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

2.205

Divison category: 
Center for Material Characterization (CMC)
Chemical Engineering & Process Development