Journal ArticleDOI
Iridium catalyzed regioselective cage boron alkenylation of o-carboranes via direct cage B-H activation.
Yangjian Quan,Zuowei Xie +1 more
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TLDR
In this reaction the carboxy group is used as a traceless directing group, which is removed during a one-pot process, and a possible mechanism is proposed, involving a tandem sequence of Ir-mediated B-H activation, alkyne insertion, protonation, and decarboxylation.Abstract:
Iridium catalyzed alkyne hydroboration with o-carborane cage B–H has been achieved, leading to the formation of a series of 4-B-alkenylated-o-carborane derivatives in high yields with excellent regioselectivity via direct B–H bond activation. In this reaction the carboxy group is used as a traceless directing group, which is removed during a one-pot process. After the confirmation of a key intermediate, a possible mechanism is proposed, involving a tandem sequence of Ir-mediated B–H activation, alkyne insertion, protonation, and decarboxylation.read more
Citations
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Carboxylic Acids as Traceless Directing Groups for the Rhodium(III)‐Catalyzed Decarboxylative CH Arylation of Thiophenes
TL;DR: A rhodium(III)-catalyzed carboxylic acid directed decarboxylative C-H/C-H cross-coupling of car boxylic acids with thiophenes has been developed.
Journal ArticleDOI
The use of carboxylic acids as traceless directing groups for regioselective C–H bond functionalisation
TL;DR: This review focuses on the development of the concept of installing directing groups into substrates to direct the functionalisation towards the desired C-H bond, leaving behind the directing group in the molecule.
Journal ArticleDOI
Controlled functionalization of o-carborane via transition metal catalyzed B–H activation
Yangjian Quan,Zuowei Xie +1 more
TL;DR: A review of recent advances in transition metal catalyzed vertex-specific BH functionalization of carbon-boron molecular clusters concludes that selection of a cage C-H bonds for functionalization is very challenging.
Journal ArticleDOI
Cp*Co(III)-Catalyzed C(sp3)–H Bond Activation: A Highly Stereoselective and Regioselective Alkenylation of 8-Methylquinoline with Alkynes
TL;DR: Experimental and density functional theory results suggest that the initial cyclometalation was occurred via an external-base-assisted concerted metalation deprotonation pathway.
Journal ArticleDOI
Selective Catalytic B–H Arylation of o-Carboranyl Aldehydes by a Transient Directing Strategy
TL;DR: The direct arylation of o-carboranyl aldehydes has been developed via Pd-catalyzed cage B-H bond functionalization via glycine to generate a directing group (DG) in situ and obtained good to excellent yields with high selectivity.
References
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Journal ArticleDOI
Palladium-Catalyzed Ligand-Directed C−H Functionalization Reactions
TL;DR: This is the first comprehensive review encompassing the large body of work in this field over the past 5 years, and will focus specifically on ligand-directed C–H functionalization reactions catalyzed by palladium.
Journal ArticleDOI
Palladium(II)-catalyzed C-H activation/C-C cross-coupling reactions: versatility and practicality.
TL;DR: A review of palladium-catalyzed coupling of CH bonds with organometallic reagents through a PdII/Pd0 catalytic cycle can be found in this paper.
Journal ArticleDOI
Weak coordination as a powerful means for developing broadly useful C-H functionalization reactions.
TL;DR: The motivation for studying Pd-catalyzed C-H functionalization assisted by weakly coordinating functional groups is discussed, and efforts to bring reactions of this type to fruition are chronicle.
Journal ArticleDOI
C−H Activation for the Construction of C−B Bonds
TL;DR: Investigations revealed that the conversion of C-H bonds to C-B bonds was both thermodynamically and kinetically favorable and highlighted the accessible barriers for C- H bond cleavage and B-C bond formation during the borylation of alkanes and arenes.
Journal ArticleDOI
Palladium-Catalyzed Suzuki-Miyaura Cross-coupling Reactions Employing Dialkylbiaryl Phosphine Ligands
Ruben Martin,Stephen L. Buchwald +1 more
TL;DR: An overview of the use and impact of dialkylbiarylphosphine ligands in the Suzuki-Miyaura cross-coupling reaction and the utility of these ligands has been successfully demonstrated in a wide number of synthetic applications, including industrially relevant processes.