The effect of ligands, solvent and temperature on the reactions of allyltin(IV) compounds with singlet oxygen
作者:H.-S. Dang、A.G. Davies
DOI:10.1016/0022-328x(92)83265-j
日期:1992.6
electropositive, as indicated by the 13C NMR shift of the allylic CH2 group, the proportion of the M-ene reaction increases, and when δCH2 is above about 23.7, the allylperoxytin compound is the only product. An exception to this rule is tetraallyltin, δCH2 16.13, which similarly shows only the M-ene reaction. This is tentatively ascribed to the special effect of hyperconjugation between the CSn σ-bond and
单线态氧的具有多种反应烯丙基锡化合物CH 2 CHCH 2 SNR 3(R 3 我3,卜3,烯丙基3,(环-C 6 H ^ 11 3中,Ph 3,allylBu 2,卜2氯, Bu 2 OAc,烯丙基Cl 2,烯丙基Cl 2已研究了Bipy),并已通过NMR光谱法鉴定了分别由M-烯,H-烯和环加成过程得到的烯丙基过氧锡化合物,3-锡烷基烯丙基氢过氧化物和4-锡烷基-1,2-二氧戊环。由于锡中心变得更加电正性,由所指示的13烯丙基CH的C NMR移位2基团,的M-烯反应的比例增加,并且当δCH 2是高于约23.7时,allylperoxytin化合物是唯一的产品。这一规则的一个例外是四烯丙基锡,δCH 2 16.13,其中仅示出了类似的M-烯反应。暂时将其归因于CSnσ键与其余π系统之间超共轭的特殊作用。