NDLI: Case for Lithium Tetramethylpiperidide-Mediated Ortholithiations: Reactivity and Mechanisms.

Content Provider	Semantic Scholar
Author	Mack, Kyle A. Collum, David B.
Copyright Year	2018
Abstract	Rate and mechanistic studies of ortholithiations by lithium 2,2,6,6-tetramethylpiperidide focus on four arenes: 1,4-bis(trifluoromethyl)benzene, 1,3-bis(trifluoromethyl)benzene, 1,3-dimethoxybenzene, and 4,4-dimethyl-2-phenyl-2-oxazoline. Metalations occur via substrate-dependent combinations of monosolvated monomer, disolvated monomer, and tetrasolvated dimer (triple ions). Density functional theory computational studies augment the experimental data. We discuss the challenges presented by shifting dimer-monomer proportions in determining the observable reaction orders and our mathematical treatment of such shifting in reactant structure.
Starting Page	4877
Ending Page	4883
Page Count	7
File Format	PDF HTM / HTML
DOI	10.1021/jacs.8b00590
PubMed reference number	29589920
Journal	Medline
Volume Number	140
Issue Number	14
Alternate Webpage(s)	http://collum.chem.cornell.edu/publications/148.pdf
Alternate Webpage(s)	https://doi.org/10.1021/jacs.8b00590
Journal	Journal of the American Chemical Society
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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