(Ferrocenylmethyl)phosphine, an air-stable primary phosphine

Abstract
Removal of formaldehyde from the readily prepared ferrocenyl (R) hydroxymethylphosphine RCH2P(CH2OH)2 with one mole equivalent of Na2S2O5 gave the completely air-stable primary phosphine RCH2PH2 as a crystalline, sublimable solid. With [Mo(CO)6] both mono-, [Mo(CO)5(RCH2PH2)], and di-substituted, [Mo(CO)4(RCH2PH2)2], products are readily formed, and both were characterised by structure determinations. Reaction with [{RuCl2(p-cym)}2] (p-cym = p-cymene) resulted in bridge splitting to give the complex [RuCl2(p-cym)(RCH2PH2)]. With [Ru3(CO)12], RCH2PH2 reacted in analogous fashion to other primary phosphines, with two isolated products [Ru3(µ-H)2(CO)93-PCH2R)] and [Ru4(CO)114-PCH2R)2] containing cluster capping RCH2P phosphinidine ligands, the former characterised by a structure determination. Thus, the phosphine appears to show typical co-ordinative properties of a primary phosphine, but has the added advantage of being air-stable.

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