Open AccessSite-Selective C–H Functionalization of Arenes Enabled by Noncovalent Interactions
Author(s) -
Adolfo Fernández-Figueiras,
Martin A. Ravutsov,
Svilen P. Simeonov
Publication year - 2022
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.1c05830
Subject(s) - regioselectivity , surface modification , non covalent interactions , covalent bond , combinatorial chemistry , chemistry , hydrogen bond , ionic bonding , nanotechnology , lewis acids and bases , catalysis , organic chemistry , materials science , molecule , ion
The direct metal-catalyzed C-H functionalization of arenes has emerged as a powerful tool for streamlining the synthesis of complex molecular scaffolds. However, despite the different chemical environments, the energy values of all C-H bonds are within a fairly narrow range; hence, the regioselective C-H bond functionalization poses a great challenge. The use of covalently bound directing groups is to date the most exploited approach to achieve regioselective C-H functionalization of arenes. However, the required installation and removal of those groups is a serious drawback. Recently, new strategies for regioselective metal-catalyzed distal C-H functionalization of arenes based on noncovalent forces (hydrogen bonds, Lewis acid-base interactions, ionic or electrostatic forces, etc.) have been developed to tackle these issues. Nowadays, these approaches have already showcased impressive advances. Therefore, the aim of this mini-review is to cover chronologically how these groundbreaking strategies evolved over the past decade.