作者:Khosrow Laali、Ivanka Szele、Katsuhira Yoshida
DOI:10.1002/hlca.19830660610
日期:1983.9.21
New substrates and reaction conditions which may be expected to yield phenyl cation intermediates have been investigated. The approaches used were: (a) solvolysis of PhX in fluorinated alcohols, where X = N (O) = NOTs (tosyloxyazoxy), N (O) = NONf (Nf = C4F9SO) and OSO2 (CH3)3ŌTf (Tf=CF3SO); (b) solvolysis of ArBr, PhOTf and PhOSO2(CH3)3ŌTf (phenyl ‘betylate triflate’) in super-acid solvents (FSO3H
已经研究了有望产生苯基阳离子中间体的新的底物和反应条件。所使用的方法是:(a)在氟化醇中溶剂化PhX,其中X = N(O)= NOTs(甲苯磺酰氧基氧基),N(O)= NONf(Nf = C 4 F 9 SO)和OSO 2(CH 3)3 OTF(TF = CF 3 SO); (b)ARBR,PhOTf和PhOSO的溶剂解2(CH 3)3在超酸溶剂OTF(苯基'betylate三氟甲磺酸酯')(FSO 3 ·H·的SbF 5,的SbF 5,AgSbF 6)。对产物混合物的分析没有提供任何证据表明苯基阳离子是任何反应的主要途径。该结果是显着的,因为例如在烷基磺酸盐的溶剂分解中,“甲酸酯”是比三氟甲磺酸酯的“超级”离去基团好至少10 5倍的离去基团。这些结果进一步表明了苯基阳离子的极低稳定性,以及在芳烯二鎓离子中的氮离去基团的非常特殊的性质。