Photostimulated Reactions of Phenylacetic Acid Dianions with Aryl Halides. Influence of the Metallic Cation on the Regiochemistry of Arylation
作者:Godson C. Nwokogu、Jim-Wah Wong、Thomas D. Greenwood、James F. Wolfe
DOI:10.1021/ol006177f
日期:2000.8.1
[reaction: see text]Phenylacetic acid dianions react via what appears to be an S(RN)1 process with aryl halides under photostimulation to afford aryl substitution products 5 and 6. When the counterion is K+, only 4-biphenylacetic acids 5 are obtained. Both alpha- and para-coupling occurs with Na+ to give a mixture of 5 and 6, while exclusive formation of diphenylacetic acids 6 is observed with the
[反应:参见正文]在光刺激下,苯乙酸二价阴离子通过看起来像S(RN)1的过程与芳基卤化物反应,得到芳基取代产物5和6。当抗衡离子为K +时,仅获得4-联苯乙酸5。 。Na +发生α-偶联和对偶联,得到5和6的混合物,而二硫代盐1则观察到二苯基乙酸6的排他性形成。