Directing group migration strategy in transition-metal-catalysed direct C–H functionalization

2021 ◽  
Author(s):  
Yingtao Wu ◽  
Chao Pi ◽  
Yangjie Wu ◽  
Xiuling Cui
Keyword(s):  
Transition Metal ◽  
Bond Cleavage ◽  
Migration Strategy ◽  
Directing Group ◽  
Group Migration

In this tutorial review, the rapid advances of directing group (DG) migration in transition-metal-catalysed direct C–H activation was presented through analyzing and comparing the different bond cleavage trigger DG migration (including N–O, N–C, N–N or O–C).

scholarly journals The Exchange of Cyclometalated Ligands

Molecules ◽  
2021 ◽  
Vol 26 (1) ◽  
pp. 210
Author(s):  
Alexander D. Ryabov
Keyword(s):  
Transition Metal ◽  
Metal Complexes ◽  
Transition Metal Complexes ◽  
Bond Activation ◽  
Bond Cleavage ◽  
Cyclopalladated Complexes ◽  
Derivatives Of ◽  
Cyclometalated Ligand ◽  
Incoming Ligand

Reactions of cyclometalated compounds are numerous. This account is focused on one of such reactions, the exchange of cyclometalated ligands, a reaction between a cyclometalated compound and an incoming ligand that replaces a previously cyclometalated ligand to form a new metalacycle: + H-C*~Z ⇄ + H-C~Y. Originally discovered for PdII complexes with Y/Z = N, P, S, the exchange appeared to be a mechanistically challenging, simple, and convenient routine for the synthesis of cyclopalladated complexes. Over four decades it was expanded to cyclometalated derivatives of platinum, ruthenium, manganese, rhodium, and iridium. The exchange, which is also questionably referred to as transcyclometalation, offers attractive synthetic possibilities and assists in disclosing key mechanistic pathways associated with the C–H bond activation by transition metal complexes and C–M bond cleavage. Both synthetic and mechanistic aspects of the exchange are reviewed and discussed.

Suzuki–Miyaura coupling of unstrained ketones via chelation-assisted C–C bond cleavage

2018 ◽  
Vol 16 (39) ◽  
pp. 7174-7177 ◽  
Author(s):  
Cheng Jiang ◽  
Zhao-Jing Zheng ◽  
Tian-Yang Yu ◽  
Hao Wei
Keyword(s):  
Bond Cleavage ◽  
Catalytic Activation ◽  
Directing Group

Herein, we report that unstrained ketones can be efficiently employed as electrophiles in Suzuki–Miyaura reactions via catalytic activation of unstrained C–C bonds assist by an N-containing directing group.

Transition-Metal-Catalyzed Transformation of Sulfonates via S–O Bond Cleavage: Synthesis of Alkyl Aryl Ether and Diaryl Ether

2019 ◽  
Vol 21 (22) ◽  
pp. 8879-8883 ◽  
Author(s):  
Xuemeng Chen ◽  
Xue Xiao ◽  
Haotian Sun ◽  
Yue Li ◽  
Haolin Cao ◽  
...  
Keyword(s):  
Transition Metal ◽  
Bond Cleavage ◽  
Aryl Ether ◽  
Alkyl Aryl ◽  
Diaryl Ether ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

scholarly journals Unsymmetrical Difunctionalization of Two Different C–H Bonds in One Pot Under Transition-Metal Catalysis

Synthesis ◽  
2018 ◽  
Vol 51 (01) ◽  
pp. 40-54 ◽  
Author(s):  
Masahito Murai ◽  
Kazuhiko Takai
Keyword(s):  
Transition Metal ◽  
Functional Groups ◽  
Aromatic Compounds ◽  
Transition Metal Catalysis ◽  
One Pot ◽  
Metal Catalysis ◽  
Selective Functionalization ◽  
Sequential Addition ◽  
Target Molecules ◽  
Directing Group

Recent advancements in unsymmetrical difunctionalization based on the substitution of two different C–H bonds in one-pot are described. Due to the difficulty of controlling reactivity and selectivity, multi-functionalization via substitution of several C–H bonds to install different functional groups has been limited until recently, in comparison with well-studied functionalization via sequential addition to unsaturated π-bonds. This difunctionalization protocol provides an efficient and rapid approach to a library of structurally complicated target molecules through the formation of multiple C–X bonds with high atom- and step-economy.1 Introduction2 ortho-Selective Functionalization of Two Different C–H Bonds Relative to the Directing Group2.1 Unsymmetrical Difunctionalization with the Introduction of Similar Functional Groups2.2 Unsymmetrical Difunctionalization with the Introduction of Different Functional Groups2.3 ortho-Selective Unsymmetrical Difunctionalization Promoted by Two Different Directing Groups Appearing During the Progress of the Reaction3 ortho/meta-Selective C–H Bond Difunctionalization Relative to the Directing Group4 Sequential Difunctionalization of Fused Aromatic Compounds and Heterocycles5 Summary and Outlook

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