With the growing demand of environmentally friendly reagents for organic reactions, for the first time the utility of d-glucose as a ligand in its direct form has been described using a typical example of copper-catalyzed coupling reaction for phenol synthesis with a high degree of selectivity and easy catalyst removal. © 2011 The Royal Society of Chemistry.

Govindasamy Sekar

Department Of Chemistry

Krishna Gopal Thakur

Copper

glucose

halide

ligand

phenol

article

catalysis

chemical structure

Green chemistry

synthesis

HALOGENS

Ligands

Phenols

IIT Madras is a public technical and research university located in Chennai, Tamil Nadu. Founded in 1959, it is recognised as an Institute of National Importance.

IIT Madras has been ranked as the top engineering institute in India for four years in a row by the National Institutional Ranking Framework of the MHRD

It currently offers undergraduate, postgraduate and research degrees across 16 disciplines in Engineering, Sciences, Humanities and Management. About 596 faculty belonging to science and engineering departments and centres of the Institute are engaged in teaching, research and industrial consultancy.

IIT Madras

Chemical Communications

d-Glucosamine is introduced for the first time as a green ligand with copper in a coupling reaction to synthesize anilines. The reaction proceeds in a domino fashion by the in situ reduction of aryl azides formed from aryl halides and NaN 3. The high water solubility of the ligand enables easy catalyst removal. © 2011 The Royal Society of Chemistry.

Green Chemistry

D-Glucosamine as an efficient ligand for the copper-catalyzed selective synthesis of anilines from aryl halides and NaN 3

(Chemical Equation Presented) A wide range of diaryl ethers and alkyl aryl ethers are synthesized through intermolecular C(aryl)-O bond formation from the corresponding aryl iodides/aryl bromides and phenols/alcohols through Ullmann-type coupling reaction in the presence of a catalytic amount of easily available (±)-diol L3-CuI complex under very mild reaction conditions. Less reactive aryl bromides can also be used for O-arylation of phenols under the same reaction conditions without increasing the reaction temperature, catalyst loading, and time. The catalytic system not only is capable of coupling hindered substrate but also tolerates a broad range of a series of functional groups. © 2009 American Chemical Society.

Journal of Organic Chemistry

General, mild, and intermolecular Ullmann-type synthesis of diaryl and alkyl aryl ethers catalyzed by diol-copper(I) complex

An efficient, economic and environmentally friendly enantioselective oxidation of racemic benzoins (α-hydroxy ketones) catalyzed by a chiral iron complex has been developed using molecular oxygen as a terminal oxidant with good selectivity and excellent enantiomeric excess. © 2009 The Royal Society of Chemistry.

Chiral iron complex catalyzed enantioselective oxidation of racemic benzoins

Lithium pipecolinate as a facile and efficient ligand for copper-catalyzed hydroxylation of aryl halides in water

Macromolecular Rapid Communications

Hydrated Clay for Catalyst Removal in Copper Mediated Atom Transfer Radical Polymerization

Journal of the American Chemical Society

The Selective Reaction of Aryl Halides with KOH:  Synthesis of Phenols, Aromatic Ethers, and Benzofurans

D-Glucose as green ligand for selective copper-catalyzed phenol synthesis from aryl halides with an easy catalyst removal

Journal	Chemical Communications
ISSN	13597345
Open Access	No