Novel carbohydrate-substituted cyclopentadienyls of titanium, molybdenum, manganese and iron

Abstract

The synthesis of the carbohydrate-substituted cyclopentadiene 1 is obtained by reaction of 3-( O- tert-butyldimethylsilyl)-1,2- O-isopropylidene-5- O-( p-tolylsulfonyl)-α- d-xylofuranose and cyclopentadienyl sodium in dimethylformamide. Thallation of 1 and reaction with FeCl 2 or CpTiCl 3 affords the symmetric ferrocene Cp s 2Fe ( 3) and the mixed titanocene Cp sCpTiCl 2 ( 4), respectively. The manganese monocyclopentadienyl Cp sMn(CO) 3 ( 5) is isolated by reaction of the thallium salt of 1 with MnBr(CO) 5. Direct reaction of 1 with the molybdenum tricarbonyl Mo(CO) 3(NCMe) 3 followed by treatment with iodoform led to Cp sMo(CO) 3I ( 6). All new compounds were characterised by elemental analysis, IR and NMR spectroscopy.