Synlett

Observations on the enforced orthogonality concept for the synthesis of fully hindered biaryls by a tin-free intramolecular radical ipso substitution

E Bonfand, L Forslund, WB Motherwell, S Vázquez

Index: Bonfand, Eric; Forslund, Linnea; Motherwell, William B.; Vazquez, Santiago Synlett, 2000 , # 4 p. 475 - 478

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Citation Number: 24

Abstract

Abstract: Hindered biaryls have been simply prepared using diazonium salt precursors and an intramolecular free radical [1, 5] ipso substitution protocol. The introduction of an additional substituent ortho to the diazonium group in the σ aryl radical donor further enforces the formation of ipso substitution products and hence fully hindered biaryls are the favoured products. Key words: radical reactions, biaryls, titanium trichloride, substituent ...