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Functionalization of the C−H Bond of N‐Heteroaromatics Assisted by Early Transition‐Metal Complexes
Author(s) -
Nagae Haruki,
Kundu Abhinanda,
Inoue Mariko,
Tsurugi Hayato,
Mashima Kazushi
Publication year - 2018
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201800201
Subject(s) - chemistry , surface modification , metathesis , transition metal , metallacycle , organometallic chemistry , catalysis , combinatorial chemistry , salt metathesis reaction , triple bond , photochemistry , polymer chemistry , organic chemistry , double bond , polymerization , x ray crystallography , physics , diffraction , optics , polymer
This review focuses on direct C−H bond functionalization reactions of N‐heteroaromatic compounds by group 3 and 4 organometallic complexes. Early transition‐metal‐carbon and ‐nitrogen bonds are highly reactive to C−H bond activation via a σ‐bond metathesis pathway to form new organometallic species. By further inserting other unsaturated molecules into the new metal‐carbon bond, C−H bond functionalized products are selectively obtained. To clarify the reaction mechanism, we categorize the reaction by the chelation size of the metallacycle intermediate generated from the organometallic species with N‐heteroaromatic compounds, and include both stoichiometric and catalytic reactions with their reaction mechanism.