Tetrahedron

Addition of carbon nucleophiles to arene-chromium complexes

MF Semmelhack, GR Clark, JL Garcia, JJ Harrison…

Index: Semmelhack, M.F.; Clark, G.R.; Garcia, J.L.; Harrison, J.J.; Thebtaranonth, Y.; et. al Tetrahedron, 1981 , vol. 37, # 23 p. 3957 - 3965

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Citation Number: 185

Abstract

The electrophilic reactivity of arenes coordinated to the chromium tricarbonyl unit has been developed into several distinct methods for coupling carbon nucleophiles with aromatic rings. Addition of the nucleophile produces stable η5-cyclohexadienyl chromium complexes which can be oxidized to induce loss of the endo hydrogen and the metal, overall nucleophilic substitution for hydrogen. Alternatively, the intermediate can be protonated ...

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