Abstract
On the Stereoselective Formation of syn- and anti-Dicarbonyl-(1-methyl-η3-2-propenyl)nitrosyliron and the Structure of syn-Carbonyl(1-methyl-η3-2-propenyl)nitrosyl(triphenylphosphine)iron The reactions of MFe(CO)3NO (7, M = K) with (E)- and (Z)-2-butenyl mesylate (E-1 and Z-1; R = CH3, X = OSO2CH3) lead stereoselectively to syn- and anti-dicarbonyl(1-methyl-η3-2-propenyl)nitrosyliron (syn-6 and anti-6), respectively. In a subsequent selective reaction with the anion of dimethyl malonate, these complexes afford [along with dimethyl (1-methyl-2-propenyl)malonate (4; R = CH3 Nu = CH(CO2CH3)2)] dimethyl (E)- and (Z)- 2-butenylmalonate [E-3 and Z-3; R = CH3, Nu = CH(CO2-CH3)2], where the double-bond geometries of the educts are retained. Upon treatment with PPh3 (11), both, syn-6 and anti-6 (latter with isomerization), form the same crystalline complex, syn-carbonyl(1-methyl-η3-2-propenyl)nitrosyl(triphenylphosphine)- iron (12); its structure was determined by X-ray diffraction.
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