Solvolyses of some <sup>13</sup>C- or <sup>14</sup>C-labeled triarylvinyl bromides in aqueous acetic acid
作者:Choi Chuck Lee、Dave Wanigasekera、Charles Y. Fiakpui
DOI:10.1139/v86-205
日期:1986.6.1
presence of different amounts of added LiClO4 in the solvolysis of triphenyl[2-14C]vinyl bromide (1-Br-2-14C) or trianisyl[2-14C]vinyl bromide (2-Br-2-14C) in 70% HOAc did not materially affect the extent of scrambling of the label arising from 1,2-aryl shifts in the triarylvinyl cation or kr, the rate constant for the 1,2-aryl shift. Solvolysis of a 2:3 mixture of (E)- and (Z)-1,2-diphenyl-2-tolylvinyl
70%三苯[2-14C]溴乙烯(1-Br-2-14C)或三苯甲醚[2-14C]溴乙烯(2-Br-2-14C)的溶剂分解中存在不同添加量的LiClO4 HOAc 对由三芳基乙烯基阳离子或 kr(1,2-芳基位移的速率常数)中的 1,2-芳基位移引起的标记打乱程度没有实质性影响。(E)-和 (Z)-1,2-二苯基-2-甲苯基乙烯基溴 ((E,Z)-3-Br) 的 2:3 混合物在 70% HOAc 中的溶剂分解得到 85:15 的 1 ,2-diphenyl-2-tolylethanone (5) 和 2,2-diphenyl-1-tolylethanone (6),后一种产物 6 衍生自 1,2-diphenyl-2 中的 1,2-苯基位移-tolylvinyl 阳离子到更稳定的 2,2-diphenyl-1-tolylvinyl 阳离子。以 (E,Z)-3-Br-2-13C 作为底物并通过