The Multifaceted Chemistry of [2.2]Paracyclophane‐Based Thioethers with Palladium(II) Complexes
作者:Damien Deschamps、Houda Gazzeh、Alice Bonciani、Christopher J. Richards、Annie‐Claude Gaumont、Stéphane Perrio
DOI:10.1002/ejoc.202301181
日期:2024.2.26
This work explores the reactivity of [2.2]paracyclophanes displaying a CH2SR group on one aromatic ring with various PdL2 salts. In most cases (R=Ph, 2-pyridyl, Me, n-dodecyl), an unexpected cleavage of the carbon-sulfur, along with incorporation of one L ligand (L=TFA, OAc, OPiv, Cl, Br), occurred. In contrast, the t-butylsulfanyl derivative (R=t-Bu) underwent a regioselective ortho C−H bond activation
这项工作探讨了在一个芳环上显示 CH 2 SR 基团的[2.2]对环芳烷与各种 PdL 2盐的反应性。在大多数情况下(R=Ph、2-吡啶基、Me、正十二烷基),会发生碳硫的意外裂解以及一个 L 配体(L=TFA、OAc、OPiv、Cl、Br)的掺入。相比之下,叔丁基硫基衍生物(R= t -Bu)经历区域选择性邻位CH键活化,以提供SC-钯环作为单一非对映异构体。