A NEW APPLICATION OF CORRELATION EQUATIONS. INFLUENCE OF SUBSTITUENT ON BASICITY OF A SERIES OF CHLOROPHENYL GLYCIDYL ETHERS
The relation between the basicity of simple oxiranes and substituent constants was described earlier by the common equation pKb=co+c1?.It has been shown that this equation is not satisfied in the case of chlorophenyl glycidyl ethers, when the pKa values of chlorophenols have been taken as a measure of the inductive effect of chlorophenoxy substituent and pKb have been estimated from infrared measurements.The modification of the equation to the following form: pKb=co+(c1+c2Sk)pKa by considerarion of the conformation factor Sk make a good correlation possible.The possibility of the existence of some chlorophenyl glycidyl ethers rotameres has been also discussed on the above basis.
Stolarzewicz, Andrzej,Dworak, Andrzej,Jedlinski, Zbigniew
p. 2517 - 2523
(2007/10/02)
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