Bis(ether) derivatives of tetrakis(2-hydroxyphenyl)ethene — Direct synthesis of (<i>E</i>)- and (<i>Z</i>)-bis(2-hydroxyphenyl)-bis(2-methoxyphenyl)ethene via the McMurry olefination reaction
作者:Mee-Kyung Chung、Paul Fancy、Jeffrey M Stryker
DOI:10.1139/v06-087
日期:2006.10.1
The direct synthesis of sterically hindered, partially etherified derivatives of tetrakis(2-hydroxyphenyl)ethene is reported by using the McMurry reductive olefination reaction on a range of differentially substituted 2,2′-dialkoxy benzophenone substrates. Three orthogonal protection strategies are demonstrated, incorporating β-silylethyl, 3-butenyl, and tert-butyl protecting groups, respectively,
据报道,通过在一系列差异取代的 2,2'-二烷氧基二苯甲酮底物上使用 McMurry 还原烯化反应,直接合成四(2-羟基苯基)乙烯的空间位阻、部分醚化衍生物。展示了三种正交保护策略,分别将 β-甲硅烷基乙基、3-丁烯基和叔丁基保护基团加入到起始二苯甲酮中。后者被证明是最有效的,McMurry 偶联和脱保护步骤在 McMurry 条件下同时发生,以直接产生所需的双(2-羟基苯基)-双(2-甲氧基苯基)乙烯,作为 E-和 Z 的 1:1 混合物-非对映异构体。 关键词: 预组织聚芳氧基配体, McMurry 烯化, 三氯化钛, 超分子化学, 四(2-羟基苯基)乙烯, 2,