Transition metal mediated routes to poly(arylphosphine)s: Investigation of novel phosphorus containing conjugated polymers
Date of Original Version
Poly(aryl-P-alkylphosphine)s were prepared via palladium and nickel mediated coupling and the spectral and electrochemical properties of the polymers were investigated. Palladium catalyzed carbon-phosphorus bond formation was used for the preparation of poly(p-phenylene-P-alkylphoshpine)s (1a-b) via two routes. Low molecular weight polymers (1000-3000) were obtained by the condensation polymerization of 1,4-diiodobenzene with primary alkylphosphines. Higher molecular weight polymers (1000-14000) were obtained via polymerization of p-bromophenylalkylphosphines (2a-b). Poly(4,4′-diphenyl-P-2,4,4-trimethylpentylphosphine (TMPPH2)) (4b) was also prepared via two routes, the palladium catalyzed cross-coupling of 4,4′-diiodobiphenyl with primary alkylphosphines and the nickel mediated homo-coupling of bis-p-bromophenylalkylphosphines. The molecular weight of 4b was low (1000-3000) via both routes due to poor solubility. The electronic properties of polymers 1a-b were investigated with UV-vis-NIR spectroscopy and cyclic voltammetry and suggest a degree of electronic delocalization along the polymer backbone through phosphorus. © 2002 Elsevier Science B.V. All rights reserved.
Journal of Organometallic Chemistry
Jin, Zhou, and Brett L. Lucht. "Transition metal mediated routes to poly(arylphosphine)s: Investigation of novel phosphorus containing conjugated polymers." Journal of Organometallic Chemistry 653, 1-2 (2002): 167-176. doi:10.1016/S0022-328X(02)01171-3.