Synthesis And X-Ray Structure of Iron Stabilized Strained Cyclic Allenes.: Valence Isomerization Between Linear Perpendicular And Bent Planar Allene
Synthesis And X-Ray Structure of Iron Stabilized Strained Cyclic Allenes.: Valence Isomerization Between Linear Perpendicular And Bent Planar Allene
Oon, Su-Min
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If the reaction in pentane was quenched with diethyl ether, again a black pasty residue was formed. We discovered, quite by accident, that if this black paste is dissolved in ethyl acetate, the trifluoro- 2 methanesulfonate salt of h -1,2-cycloheptadiene Fpp (35a) precipitates from the solution as a bright orange air stable solid. In fact, prior quenching with diethyl ether is unnecessary. Pentane was removed from the reaction mixture in vacuo to leave a dark greenish brown paste from which 2 h... -1,2-cycloheptadiene Fpp (35a) was precipitated with ethyl acetate in the open air. The reaction was also run in an equal mixture of n-pentane and benzene at 0°C with similar results; the solvent mixture was removed in vacuo to leave a 2 residue from which h -1,2-cycloheptadiene Fpp (35) was precipitated with ethyl acetate. 77 1 2 The H NMR of the h -1 , 2-cycloheptadiene Fpp (35a) is consistent with a pair of diastereomers , Fig. 11. The two cyclopentadienyl hydrogen resonances, each coupled to the phosphorus, and three of the four allenic hydrogen reso- nances are well separated.
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