Polymerisation and related reactions involving nucleophilic aromatic substitution. Part 2. The rates of reaction of substituted 4-halogenobenzophenones with the salts of substituted hydroquinones
作者:Jonathan R. Lovering、John H. Ridd、David G. Parker、John B. Rose
DOI:10.1039/p29880001735
日期:——
4-X-4′-Fluorobenzophenones undergo the expected nucleophilic substitution reactions with the alkalimetal salts of 4-Y-4′-hydroxydiphenyl ethers at 140 °C in diphenyl sulphone as solvent: the Hammett ρ value is 1.02 for the X substituents and –0.34 for the Y substituents. The order of reactivity of the alkali metal salts is Cs > K > Na. The related reaction of fluorobenzophenone with potassium 4-Z-phenolates
4-X-4'-氟二苯甲酮与4-Y-4'-羟基二苯醚的碱金属盐在140°C的二苯砜溶液中进行预期的亲核取代反应:X取代基的哈米特ρ值为1.02,并且– Y取代基为0.34。碱金属盐的反应性顺序为Cs> K> Na。在相同条件下,氟二苯甲酮与4-Z-苯酚钾的相关反应得出ρ值为–2.28。该结果已用于计算氢醌单钾盐和二钾盐与氟二苯甲酮反应的相应速率系数。