» Articles » PMID: 19351202

Directed Ortho Borylation of Functionalized Arenes Catalyzed by a Silica-supported Compact Phosphine-iridium System

Overview
Journal J Am Chem Soc
Specialty Chemistry
Date 2009 Apr 9
PMID 19351202
Citations 37
Authors
Affiliations
Soon will be listed here.
Abstract

An immobilized monophosphine-Ir system, which was prepared in situ from [Ir(OMe)(cod)](2) and a silica-supported, compact phosphine, showed high activities and selectivities for the borylation of aromatic C-H bonds with bis(pinacolato)diboron. This system was effective not only for the borylation of benzene but also for the ortho borylation of arenes with directing groups, such as ester, amide, sulfonate, acetal, alkoxymethyl, and chloro groups, under mild reaction conditions.

Citing Articles

Graphene-supported organoiridium clusters catalyze -alkylation of amines hydrogen borrowing reaction.

Chen T, Chiu S, Lee W, Tsai Y, Huang Y RSC Adv. 2024; 14(47):35163-35171.

PMID: 39497770 PMC: 11533416. DOI: 10.1039/d4ra06595f.


Repurposing a supramolecular iridium catalyst secondary Zn⋯O[double bond, length as m-dash]C weak interactions between the ligand and substrate leads to -selective C(sp)-H borylation of benzamides with unusual kinetics.

Trouve J, Delahaye V, Tomasini M, Rajeshwaran P, Roisnel T, Poater A Chem Sci. 2024; 15(30):11794-11806.

PMID: 39092112 PMC: 11290415. DOI: 10.1039/d4sc01515k.


Derivatization of 2,1,3-Benzothiadiazole via Regioselective C-H Functionalization and Aryne Reactivity.

Kunz S, Barna F, Urrutia M, Ingner F, Martinez-Topete A, Orthaber A J Org Chem. 2024; 89(9):6138-6148.

PMID: 38648018 PMC: 11077497. DOI: 10.1021/acs.joc.4c00122.


A tautomerized ligand enabled meta selective C-H borylation of phenol.

Guria S, Hassan M, Ma J, Dey S, Liang Y, Chattopadhyay B Nat Commun. 2023; 14(1):6906.

PMID: 37903772 PMC: 10616221. DOI: 10.1038/s41467-023-42310-6.


Concise Total Syntheses of the 6-7-5 Hamigeran Natural Products.

Jiang B, Dai M J Am Chem Soc. 2023; 145(34):18731-18736.

PMID: 37603855 PMC: 10472436. DOI: 10.1021/jacs.3c06031.