Polylithiumorganic compounds -21. On the Deproptonation of 1- and 3-Phenylpropyne as well as Phenylallene with Butyllithium. A Reinvestigation: Three Different Monoanions but one and the same Dianion

Article abstract of DOI:10.1016/0040-4020(95)00610-K

In contrast to the literature, with butyllithium only one and the same dianion - namely 7 - is formed starting with each of the three hydrocarbons 1, 4, and 6.On the other hand, upon working at low temperature in tetrahydrofuran as the solvent we were able to detect the three corresponding monoanions 9, 15, and 16, most interestingly 15 and 16 at temperatures higher then -40 deg C show rearrangement with 1,3-hydrogen shift.