Polarity and Conformatios of Phosphorylethylenes and Phosphorylacetates in Solution

A series of derivatives R 1 R 2 P(X)R 3 , where R 1 =R 2 =Ph. R 3 = -CH=CH-Me, X=O(I); R 1 =Me, R 2 =Ph, R 3 = -CH=CH 2 , X=O(II); R 1 =R 2 =Ph, R 3 = -CH=CH 2 , X=Se(III) and R 1 R 2 P(O)-CH 2 C(O)OX, where R 1 =Ph, R 2 = -CH=CH 2 , X=Ment*(IV); R 1 =Ph-2-OMe, R 2 =Ph, X=Ment*(V); R 1 =R 2 =CH 2 Ph, X=Et(I), were investigated by means of dipole moments method. The problem of conjugation in phosphorylethylenes and conformation behaviour of phosphorylacetates was considered. DM (exp.) of (I-IV), determined in CC1 4 solution are 4.48(I), 4.27(II), 4.97(III), 4.21(IV), 5.21(V) and 4.02 D (VI). The intramolecular electronic interactions of phosphoryl group with unsaturated fragment did not displays in polarity properties of compounds (I-III). The experimental dipole moments of derivatives (I-III) are equal to the calculated values of DM. DM (IV-VI) is very sensitive to orientation of the P=O and C=O polar bonds. Because DM (exp.) of these compounds very sensitive to its orientation. DM (calc.) for cis- and trans- orientation of P=O and C=O dipoles are really different, that allows to drow the conclution that, in the contrast to the crystal state, the corresponded dipoles prefer an anti array in solution.