Directed Remote Aromatic Metalations: Mechanisms and Driving Forces Journal Articles

abstract

• AbstractDirected remote aromatic metalations are useful synthetic transformations allowing for rapid regioselective access to elaborate highly substituted carbocyclic aromatic and heteroaromatic systems. This review unravels the tangle of data reported on directed remote aromatic metalations. Through a careful analysis of critically selected examples, advanced rationalizations of remote metalation regioselectivities are presented. These extend beyond the complex‐induced proximity effect (CIPE). Mechanisms, driving forces, and parameters influencing remote metalations are discussed. An understanding of these metalation mechanisms enables more accurate predictability of justification of regiochemical outcomes of these useful synthetic transformations.

authors

• Tilly, David
• Magolan, Jakob
• Mortier, Jacques

status

• published 

publication date

• March 26, 2012

has subject area

• 03 Chemical Sciences (FoR)
• Catalysis (MeSH)
• General Chemistry (Science Metrix)
• Heterocyclic Compounds (MeSH)
• Lithium (MeSH)
• Metals (MeSH)
• Molecular Structure (MeSH)
• Organometallic Compounds (MeSH)
• Stereoisomerism (MeSH)

published in

• Chemistry - A European Journal  Journal

keywords

• Catalysis
• Heterocyclic Compounds
• Lithium
• Metals
• Molecular Structure
• Organometallic Compounds
• Stereoisomerism

Digital Object Identifier (DOI)

• 10.1002/chem.201103920

PubMed ID

• 22374742

start page

• 3804

end page

• 3820

volume

• 18

issue

• 13