Palladium(II)-Catalyzed Carbonylation of Alkane Dinitrite Esters to Polyoxalates

Abstract

Aliphatic polyoxalates in the molecular weight (M w) range of 5000−15 000 were produced from alkane α,ω-dinitrites and carbon monoxide, using a homogeneous palladium(II)-based catalytic system. The alkane dinitrites were synthesized from the corresponding aliphatic diols by reaction with either aqueous nitrous acid or nitrogen oxides. Nitric oxide, given off as a byproduct during polymerization, can be recycled to produce additional monomer.

The role of phosphine in cobalt-catalyzed carbonylative polymerization of N-alkylaziridine

“…Particularly, the carbonylative approach should serve as an alternative method for the synthesis of these advanced materials complementary to the relatively established methods of ring-opening polymerization of lactones and lactams [28][29][30][31][32][33][34]. In 1997, Sen [35,36] reported an oxidative carbonylative polymerization producing polysuccinates. Further, in 1998, Sen and Arndtsen independently proposed the COimine copolymerization as a way of synthesizing polypeptides [37][38][39].…”

Synthesis, Characterization, and Application of Poly(4,4'-Cyclohexylidene Bisphenol Oxalate) for Solid-Phase Extraction of DNA

“…This involves the agitation of DNA to be selectively transported from a sample through an active side of poly(bisphenol Z oxalate). The different kinds of polymers containing the oxalyl groups applied for the elimination/extraction of small molecules are generally prepared by the poly-condensation of oxalyl chloride, oxalic esters with diols/oxalic acid, and stepwise polymerization of polyfunctional monomers by different condensation reactions [18]. The polyoxalates contain two adjacent carbonyl groups in the constitutionally repeat units and these polymers have a relatively high average molecular weight.…”

“…The polyoxalates contain two adjacent carbonyl groups in the constitutionally repeat units and these polymers have a relatively high average molecular weight. Therefore, they show acceptable mechanical features, which make them suitable for the practical use [18–20]. In the present study, poly(4,4'-cyclohexylidene bisphenol oxalate) polymer was synthesized with single phase organic solvent condensation polymerization method [21].…”

Cobalt‐catalyzed alternating and nonalternating copolymerization of carbon monoxide with aziridine

“…Unfortunately, these reports attracted little attention or further research activity perhaps because of the overwhelming focus on condensation polymerizations at the time. In view of the current demand for functional and environmentally benign polymeric materials, the idea of obtaining polyesters and polyamides through direct carbonylative polymerizations deserves reassessment 35–43. In 1997, Sen et al35, 36 reported an oxidative carbonylative polymerization producing polysuccinates.…”

“…In view of the current demand for functional and environmentally benign polymeric materials, the idea of obtaining polyesters and polyamides through direct carbonylative polymerizations deserves reassessment 35–43. In 1997, Sen et al35, 36 reported an oxidative carbonylative polymerization producing polysuccinates. In 1998, Sen and Arndtsen37–39 independently proposed the CO‐imine copolymerization as a way of synthesizing polypeptides.…”