One-step synthesis of low molecular weight poly(p-phenyleneethynylenevinylene)s via polyaddition of aromatic diynes by catalysis of the [Ru(p-cymene)Cl2]2/AcOH system.
pi-Conjugated low molecular weight polymers characterized by regio- and stereoregular alternation of phenylene and ( E)-1-en-3-yne moieties have been synthesized by polyaddition of 1,4-diethynylbenzene or of 2,5-diethynyl-1,4-alkoxybenzene monomers, employing the commercially available di-micro-chlorobis[( p-cymene)chlororuthenium(II)] complex as the metal catalyst source, under homogeneous, atom-economical, amine- and phosphine-free conditions. Bulk materials of poly( p-phenyleneethynylenevinylene) derivatives are obtained with yields larger than 80%, from which polymers readily soluble in chlorinated solvents and in tetrahydrofuran are extracted in 60-75% yields. The polymers with average degrees of polymerization in the range n AV = 4-8 display optical properties in solution similar to those of the higher molecular weights analogues.
Pasquini
Chiara
C
CNR, Istituto di Metodologie Chimiche, Sezione Meccanismi di Reazione, and Dipartimento di Chimica, Università degli Studi di Roma La Sapienza, Roma, Italy.
Fratoddi
Ilaria
I
Capitani
Donatella
D
Mannina
Luisa
L
Bassetti
Mauro
M
D000085:Acetates / Q000737:chemistry*; D000480:Alkynes / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D000081007:Cymenes; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D015394:Molecular Structure; D008970:Molecular Weight; D009942:Organometallic Compounds / Q000737:chemistry*; D011137:Polystyrenes / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000085:Acetates; D000480:Alkynes; D000081007:Cymenes; D009942:Organometallic Compounds; D011137:Polystyrenes; C530610:dichloro(4-cymene)ruthenium(II)