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A convenient route to 1,3,5-trisubstituted benzenes via rhodium catalyzed polymerization of arylacetylenes

1993; Science Press; Volume: 85; Issue: 2 Linguagem: Inglês

10.1016/0304-5102(93)80099-g

1873-3131

Ibrahim Amer, Herbert Schumann, Vadde Ravindar, Waël Baidossi, Nurith Goren, Jochanan Blum,

Organometallic Complex Synthesis and Catalysis

[(1,2,5,6-η)-1,5-Cyclooctadiene] (1,3-propanediamine-N,N′)rhodium(1+) chloride, [(COD)RhCl(H2NCH2CH2CH2NH2)]Cl, 11, and the water soluble complexes (COD)RhCl(Ph2PC6H4-3-SO3Na) 10, trans-[Rh(CO) (Ph2PC6H4-3-CO2H) (μ-NCMeCHCMeN)]2 12, (Ph2PC6H4-2-CO-O)-Rh(CO) (NHMeCHCMeN) 13a, (Ph2PC6H4-2-CO-O)-Rh(CO) (indazole) 13b and trans-[Rh(CO) (Ph2PC6H4-2-CHO) (μ-NCMeCHCMeN)]2 14 were shown to catalyze the polymerization of PhCCH 1 and the substituted arylacetylenes 2–8 at 25°C in a stereoregular manner. The cis-oriented poly(arylacetylenes), so formed, were found to depolymerize selectively at 200–225°C to the corresponding 1,3,5-triarylbenzene derivatives.