Donor-Activated Lithiation and Sodiation of Trifluoromethylbenzene: Structural, Spectroscopic, and Theoretical Insights

…, DR Armstrong, W Clegg, J García-Alvarez…

Index: Garden, Jennifer A.; Armstrong, David R.; Clegg, William; Garcia-Alvarez, Joaquin; Hevia, Eva; Kennedy, Alan R.; Mulvey, Robert E.; Robertson, Stuart D.; Russo, Luca Organometallics, 2013 , vol. 32, # 19 p. 5481 - 5490

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Abstract

Aiming to shed new light on the stability and constitution of the organometallic intermediates involved in direct ortho-metalation processes, using trifluoromethylbenzene (1) as a case study, this paper investigates the deprotonation of 1 using group 1 alkyl bases t BuLi and n BuNa in the presence of the Lewis donors TMEDA (N, N, N′, N′- tetramethylethylenediamine), THF, and PMDETA (N, N, N′, N ″, N ″- ...

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