Retention of palladium and phosphine ligands using nanoporous polydicyclopentadiene thimbles

Abstract

Thimbles composed of polydicyclopentadiene retained Pd and phosphines used in Buchwald-Hartwig and Sonogashira coupling reactions but allowed the products to permeate. The products were isolated in high yields on the exteriors of the thimbles with no detectable contamination from phosphine and with Pd loadings as low as < 5.5 ppm.

Facile Assembly of Benzo[b]naphtho[2,3‐d]azocin‐6(5 H)‐ones by a Palladium‐Catalyzed Double Carbometalation

“…For instance, direct CÀNc oupling might occur to generate N-aryl-2-alkynylanilines (Scheme 1, path a). [9] After oxidative addition of Pd 0 to 2-(2-bromobenzylidene)cyclobutanone 2,P d II species B would be formed, which might coordinate with the triple bond of 2-alkynylaniline 1 (intermediate A). Subsequenti ntramolecular nucleophilic attack of the amine to the activated triple bond would afford the indole (Scheme 1, path b).…”

Macroporous Polyolefin Membranes from Dicyclopentadiene High Internal Phase Emulsions: Preparation and Morphology Tuning

“…As a very versatile monomer, it has found many applications in surface science and chromatography . Due to the highly crosslinked network, poly(dicyclopentadiene) membranes are also used in nanofiltration applications as size‐selective membranes . However, these membranes were found to be polydisperse with ill‐defined pores that are present in the nanometer scale only upon swelling.…”

Synthesis of polymers with the potential to release H2S

“…Gupta also was able to add pressure which increased the flux rate and used the membrane to separate Pd and phosphine ligands from the products of Pd catalyzed reactions. 139 Recommendation for Future Work The next step in the development of a PDCPD membrane is to increase the size of the membrane to do separations on an industrial scale. The fabrication method described in chapter 4 worked well to make membranes several inches in diameter, but the polymerization proceeded too fast for the polymer to be cast into a thin film to make a membrane a couple of feet in diameter.…”