Synthesis of iron thienyl complexes

摘要

Dimetallation of thiophene (TH2), bithiophene (BTH2) and 3,6-dimethyl[3,2-b]thienothiophene (TTH2) using a slight excess of butyl lithium, followed by the addition of [FeCp(CO)(2)I], resulted in the formation of [2,5-{FeCP(CO)(2)}(2)T], 1 and [2-{FeCp (CO)(2)} T]. The analogous reaction with bithiophene as precursor afforded similar products [2,2'-{FeCp(CO)(2)}(2)BT] 2 and [2-{FeCp (CO)(2)} BTH] 3. In addition to the expected mono- ([2-{FeCP(CO)(2)}-TTH] 4) and binuclear ([2,2'-{FeCP(CO)(2)}(2)-TT] 5) products, dimetallation of 3,6-dimethyl[3,2-b]thienothiophene and the subsequent reaction with [FeCp(CO)21] yielded carbonyl inserted mono-([2-{FeCP(CO)(2)}C(O)-{TT}(2)H] 6) and binuclear ([2-{FeCP(CO)(2)}C(O)-{TT}(2)-2'-{FeCp(CO)(2)}] 7) carbon-carbon coupled products. The precursor [2,7-{SnMe3}(2)-TT] (8) was prepared and reacted with [FeCp(CO)(PEt3)I] in the presence of a palladium catalyst to afford [2- FeCp(CO)(PEt3) C(O)-{TT}(2)-2'-{SnMe3}] 10. (c) 2005 Elsevier B.V. All rights reserved.