LAUSR

Polycondensation reactions of 2,5-dialkoxy-1,4-diiodobenzene with N,N′-ω-dialkenylpyromellitic diimide and N,N′-ω-dialkenyl naphthalenetetracarboxylic diimide in the presence of a Pd(OAc)2–NaOAc catalyst produce six polymers containing the two aromatic groups connected alternatingly by alkenylene spacers. 1H NMR spectrum of a polymer prepared from 2,5-bis(dodecyloxy)-1,4-diiodobenzene and N,N′-(10-undecenyl)pyromellitic diimide (poly(1a-IA)) indicates that the polymerization involves 2,1- and 1,2-insertion of a vinyl group into the Pd–Ar bond in 70:30 selectivity. Matrix-assisted laser deportion/ionization time-of-flight mass spectrometry (MALDI-TOF-MS) spectra of poly(1a-IA) and a polymer from 2,5-bis(dodecyloxy)-1,4-diiodobenzene with N,N′-dialkenyl naphthalenetetracarboxylic diimide (poly(1a-IIA)) contained a series of polymer fragments with Mn up to 4500. Measurement of electrospray ionization MS (ESI-MS) of the polymers revealed formation of cyclic molecules for 1:1 and 2:2 oligomers. Hydrogenations ...