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Stannylphosphanes of the type Me 3 SnP(R)CF 3  [R = Me (1), Et (2)] have been prepared by a multistep synthesis (Fig. 1) starting either with F 3 CPI 2  or with P(NEt 2 ) 3 . Due to the alkyl sub­stituents, 1 and 2 show a higher thermal stability than the analogous perfluoroalkyl compounds Me 3 SnP(R F ) 2  (R F  = CF 3 , C 2 F 5 ). Pyrolysis of 1 and 2 at 380 °C/10 -3  Torr gives the new phosphaalkenes RP=CF 2  (R = Me, Et) as reactive intermediates collected at -196 °C. They polymerize on the attempt to prepare diluted solutions even at very low temperatures. In case of the ethyl derivative the product (EtPCF 2 ) x  is a colourless polymer which on heating (500-600 °C) yields a mixture of dimers (EtPCF 2 ) 2  (trans-, cis-1,3- and trans-1,2-diphosphetane; ratio 73:13,5:13,5). 1 and 2 have been used as equivalents of the phosphaalkenes RP=CF 2  in one-pot reactions with 2,3-dimethylbutadiene and 1,3-cyclohexadiene, respectively. The labile P=C intermediates pro­duced at 120 °C are captured by the dienes affording the [2+4]-cycloadducts 3-6 in good yields. Oxidation with sulfur gives the corresponding phosphane sulfides 7-10 in almost quantitative yields. New compounds were characterized by spectroscopic (NMR, MS, IR) and analytical methods.

zeitschrift für naturforschung b

Reaktive E=C(p—p)π-Systeme, XVI [1] Trimethylstannvlphosphane des Typs Me 3 SnP(R)CF 3  (R = Me, Et) als Phosphaalken-Vorstufen / Reactive E=C(p-p)π-Systeme, XVI [1] Trimethylstannylphosphanes of the Type Me 3 SnP(R)CF 3  (R = Me, Et) as Phosphaalkene Precursors