End-on nitrogen insertion of a diazo compound into a germanium(II) hydrogen bond and a comparable reaction with diethyl azodicarboxylate

Angew Chem Int Ed Engl. 2009;48(23):4246-8. doi: 10.1002/anie.200900617.

Abstract

A happy ending: The germanium(II) hydride [LGeH], where L = [HC{(CMe)(2,6-iPr(2)C(6)H(3)N)}(2)], reacts with a diazoalkane to form the hydrazone derivative (see picture). The reaction proceeds through the unprecedented end-on nitrogen insertion of the diazo compound.