Reaction of tris(2-thienyl)phosphine with dirhodium(II) acetate. Orthometalation of a heteroaromatic π-system and an unusual ring rearrangement

作者: Klaus Bieger , Francisco Estevan , Pascual Lahuerta , Julio Lloret , Julia Pérez-Prieto

DOI: 10.1021/OM020976F

关键词: PhosphineChemistryTrisMedicinal chemistryCatalysisTolueneAcetic acidStereochemistryRing (chemistry)Thiophene

摘要: The reaction of tris (2-thienyl)phosphine (1) with dirhodium(II) acetate in a 9:1 refluxing toluene/ acetic acid mixture for 2 h leads to the formation two metalated compounds. structure one them contained new orthometalated phosphines head-to-head arrangement, and, surprisingly, thiophene rings, but not nonmetalated ones, were rearranged 3-thienyl structure. Both types dirhodium compounds assessed catalytic α-diazo ester transformation.

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