Versatile halogenation a C^C palladacycle intermediate.

Dalton Trans

Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical Engineering, Changzhou University, Changzhou, 213164, China.

Published: February 2023

Stable cyclopalladated complexes containing an (sp)C-Pd bond were synthesized α-CH deprotonation and palladation of -alkyl groups of carbene ligands bearing electron-withdrawing substituents. The strong electron donating strengths of the resulting C^C chelators were experimentally identified, and the palladacycle underwent template-directed, versatile C-halogenation with X.

Download full-text PDF

Source
http://dx.doi.org/10.1039/d3dt00113jDOI Listing

Publication Analysis

Top Keywords

versatile halogenation
4
halogenation c^c
4
c^c palladacycle
4
palladacycle intermediate
4
intermediate stable
4
stable cyclopalladated
4
cyclopalladated complexes
4
complexes spc-pd
4
spc-pd bond
4
bond synthesized
4

Similar Publications

Single-atom catalysts (SACs) with high metal loadings are highly desirable but still challenging for large scale synthesis. Here we report a new technique named as dry-solid-electrochemical synthesis (DSES) for a general large-scale synthesis of SACs with high metal loadings in an energy-conservation and environment-friendly way. With it, a series of pure carbon-supported metal SACs (Platinum up to 35.

View Article and Find Full Text PDF

Ni-Catalyzed Enantioselective Desymmetrization: Development of Divergent Acyl and Decarbonylative Cross-Coupling Reactions.

J Am Chem Soc

January 2025

The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, United States.

Ni-catalyzed asymmetric reductive cross-coupling reactions provide rapid and modular access to enantioenriched building blocks from simple electrophile precursors. Reductive coupling reactions that can diverge through a common organometallic intermediate to two distinct families of enantioenriched products are particularly versatile but underdeveloped. Here, we describe the development of a bis(oxazoline) ligand that enables the desymmetrization of -anhydrides.

View Article and Find Full Text PDF

-Butyl hypochlorite was employed as a versatile reagent for chlorooxidation of indoles, chlorination of 2-oxindoles, and decarboxylative chlorination of the indole-2-carboxylic acids. Four types of products including 2-chloro-3-oxindoles, 2,2-dichloro-3-oxindoles, 3,3-dichloro-2-oxindoles, and 2,3-dichloroindoles could be selectively obtained in moderate to excellent yields by switching the substrates. Various synthetically useful functional groups, such as halogen atoms, cyano, nitro, and methoxycarbonyl groups, remain intact during the reactions.

View Article and Find Full Text PDF

Benzothiazolium salts as versatile primary alcohol derivatives in Ni-catalyzed cross-electrophile arylation/vinylation.

Org Biomol Chem

January 2025

Center for Supramolecular Chemistry and Catalysis and Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, China.

Herein, we report a Ni-catalyzed cross-electrophile coupling of aryl/vinyl halides with benzothiazolium salts derived from alcohols. Our findings demonstrate that primary alkyl benzothiazolium salts serve as effective C(sp)-O substrates, facilitating coupling with aryl and vinyl halides. This method not only enables the formal functionalization of primary alcohols but also provides experimental support for previously established sequential alcohol halogenation and Ni-catalyzed reductive coupling platforms.

View Article and Find Full Text PDF

The systematic nucleophilic functionalization of the cationic pentaphosphole ligand complex [Cp*Fe(η-PMe)][OTf] (A) with group 16/17 nucleophiles is reported. This method represents a highly reliable and versatile strategy for the design of novel transition-metal complexes featuring twofold substituted end-deck cyclo-P ligands, bearing unprecedented hetero-element substituents. By the reaction of A with classical group 16 nucleophiles, complexes of the type [Cp*Fe(η-PMeE)] (E=OEt (1), OBu (2), SPh (3), SePh (4)) are obtained.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!