Lithium Diisopropylamide-Mediated Ortholithiation of 2‑Fluoropyridines: Rates, Mechanisms, and the Role of Autocatalysis

Lithium diisopropylamide (LDA)-mediated ortholithiations of 2-fluoropyridine and 2,6-difluoropyridine in tetrahydrofuran at −78 °C were studied using a combination of IR and NMR spectroscopic and computational methods. Rate studies show that a substrate-assisted deaggregation of LDA dimer occurs par...

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Bibliographic Details

Published in:	Journal of organic chemistry Vol. 78; no. 9; pp. 4214 - 4230
Main Authors:	Gupta, Lekha, Hoepker, Alexander C, Ma, Yun, Viciu, Mihai S, Faggin, Marc F, Collum, David B
Format:	Journal Article
Language:	English
Published:	United States American Chemical Society 03-05-2013
Subjects:	Catalysis Kinetics Lithium - chemistry Lithium Chloride - chemistry Magnetic Resonance Spectroscopy Molecular Structure Organometallic Compounds - chemistry Propylamines - chemistry Pyridines - chemistry
Online Access:	Get full text
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