Cross-Electrophile Coupling: Principles of Reactivity and Selectivity | Zendy

Daniel A. Everson | Zendy; Daniel J. Weix | Zendy

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Cross-Electrophile Coupling: Principles of Reactivity and Selectivity

Author(s) -

Daniel A. Everson,

Daniel J. Weix

Publication year - 2014

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/jo500507s

Subject(s) - electrophile , chemistry , steric effects , selectivity , combinatorial chemistry , reactivity (psychology) , reagent , coupling (piping) , catalysis , substrate (aquarium) , computational chemistry , organic chemistry , medicine , mechanical engineering , alternative medicine , pathology , engineering , oceanography , geology

A critical overview of the catalytic joining of two different electrophiles, cross-electrophile coupling (XEC), is presented with an emphasis on the central challenge of cross-selectivity. Recent synthetic advances and mechanistic studies have shed light on four possible methods for overcoming this challenge: (1) employing an excess of one reagent; (2) electronic differentiation of starting materials; (3) catalyst-substrate steric matching; and (4) radical chain processes. Each method is described using examples from the recent literature.

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