6. Dipole moments of compounds containing double bonds |
301 |
The PDO and PDS bonds were investigated235,236 within a broad program dealing with dipole moments of phosphorus compounds, almost always combined also with the Kerr constant. Only a few examples of the problems may be mentioned here. On compounds with isolated PDS, PDO or PDN bonds, these bond moments were evaluated235; they are not quite constant but in any case decrease in the order given. In further studies attention is focused on conformations of the neighboring radicals, particularly of the phenyl groups249,250. In compounds with conjugated systems O PDO, S PDO and S PDS, the main problem was their conformation but conjugation with an adjacent aromatic ring was also dealt with236. Regularly, the results with oxygen and sulfur compounds are very similar. Nonplanar conformation of methyl phoshinates (115a,b) was deduced from their dipole moments251; it thus differs sharply from carboxylic esters (3). In phenyl phosphonates 116 a mixture of conformations 116a and 116b was found252, while in phosphates 117 with bulky groups such as R D Si(CH3)3 the surprising sp conformation was claimed as important253. The last example with a great number of possible conformations belongs to the most complex problems attacked by this approach: the results may have merely approximate validity.
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CH3 |
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Bond moments of the PDN, AsDP and SbDP bonds were also evaluated254. In the compounds ArNDP(C6H5)3 the conformation of the phenyl group was dealt with255.
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306 |
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