Palladium-catalyzed insertion of ethylene and 1,1-disubstituted difunctional olefins: an experimental and computational study
Title | Palladium-catalyzed insertion of ethylene and 1,1-disubstituted difunctional olefins: an experimental and computational study |
Publication Type | Journal Article |
Year of Publication | 2020 |
Authors | Gaikwad, SR, Patel, K, Deshmukh, SS, Mote, NR, Birajdar, RS, Pandole, SP, Chugh, J, Chikkali, SH |
Journal | ChemPlusChem |
Volume | 85 |
Issue | 6 |
Pagination | 1200-1209 |
Date Published | JUN |
Type of Article | Article |
ISSN | 2192-6506 |
Keywords | Homogeneous catalysis, insertion copolymerization, Olefins, Palladium, Polyethylene |
Abstract | Insertion or coordination copolymerization of ethylene with di-substituted olefins is challenging and the choice of di-substituted mono-functional olefin versus di-substituted di-functional olefin (DDO) appears to be decisive. Here we show that DDO-inserted species are amenable to ethylene insertion and polymerization. DDOs such as 2-acetamidoacrylic acid (AAA), methyl 2-acetamidoacrylate (MAAA), and ethyl 2-cyanoacrylate (ECA) were treated with palladium complex [{P perpendicular to O}PdMe(L)] (P perpendicular to O=kappa(2)-P,O-Ar2PC6H4SO2O with Ar=2-MeOC6H4; L=C2H6OS) and the existence of respective insertion intermediates in moderate yield (up to 37 %) was established. These intermediates were exposed to ethylene and corresponding ethylene-inserted products were isolated and characterized. A careful comparison with three model compounds confirmed ethylene insertion and polymerization. Thus, the combined experimental and computational investigations show that DDO-inserted species can undergo ethylene insertion and polymerization. |
DOI | 10.1002/cplu.202000309 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 2.753 |
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