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Novel anti-Markovnikov regioselectivity in the Wacker reaction of styrenes

机译:苯乙烯的Wacker反应中的新型抗马尔科夫尼科夫区域选择性

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摘要

The Wacker reaction is one of the longest known palladium-catalysed organic transformations, and in the vast majority of cases proceeds with Markovnikov regioselectivity. Palladium(II)-mediated oxidation of styrenes was examined and in the absence of reoxidants was found to proceed in an anti-Markovnikov sense, giving aldehydes. Studies on the mechanism of this unusual transformation were carried out, and indicate the possible involvement of a eta(4)-palladium-styrene complex. With a heteropolyacid as the terminal oxidant, oxidation of styrene to give the anti-Markovnikov aldehyde as the major product was found to be catalytic.
机译:瓦克反应是已知的最长的钯催化的有机转化反应之一,在大多数情况下,马尔可夫尼可夫区域选择性反应得以进行。检查了钯(II)介导的苯乙烯氧化,发现在不存在抗氧化剂的情况下,其以反马尔科夫尼科夫意义进行,生成醛。对这种异常转化的机理进行了研究,并指出了可能与eta(4)-钯-苯乙烯复合物有关。用杂多酸作为末端氧化剂,发现苯乙烯氧化以产生抗马氏尼可夫醛作为主要产物是催化的。

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