Enhancement of double-bond participation in the solvolysis of 9-isopropylidene-endo-3,4-benzotricyclo[4,2,1,02,5]non-3-en-7-yl toluene-p-sulphonates by the effect of nonbonded interactions
作者:R. Baker、J. C. Salter
DOI:10.1039/j29710000757
日期:——
The rates and products of acetolysis of 9-isopropylidene-endo-3,4-benzotricyclo-[4,2,1,02,5]non-3-en-7-yl toluene-p-sulphonates (4b) and (6b) have been determined and compared with the analogous derivatives in the norbornyl- and endo-3,4-benzotricyclo[4,2,1,02,5]non-3-ene systems. An explanation based on the effect of nonbonded interactions on the reaction co-ordinate for the ionisation of (6b), has
9-异亚丙基-内-3,4-苯并三环-[4,2,1,0 2,5 ]非-3-en-7-基甲苯-对磺酸盐(4b)和(图6b)已经被确定并与在norbornyl-的类似衍生物比较,ENDO -3,4- benzotricyclo [4,2,1,0 2,5非3-烯体系。基于非键合相互作用对(6b)电离反应坐标的影响的解释已经提出,因为与可比的降冰片基相比,(6b)溶剂分解中发现的双键参与量更大导数(12)。根据(4b)溶剂分解的产物和速率研究,不能排除C(5)–C(6)键参与电离的微小贡献。