A wide range of diaryl selenides can be synthesized through CSe bond formation using readily available copper(I) iodide as catalyst under mild reaction conditions (82C) from aryl iodides and diphenyl diselenide. In this coupling reaction, solvent acetonitrile acts as ligand for copper(I) iodide and no external ligand is required. Less reactive aryl bromides also provide the di-aryl selenides in good isolated yields. © Georg Thieme Verlag Stuttgart • New York.

Govindasamy Sekar

Department Of Chemistry

Arpan Dandapat

D. J. C. Prasad

Aryl bromides

ARYL IODIDES

As-ligands

Bond formation

CATALYZED SYNTHESIS

COPPER CATALYST

COPPER IODIDE

Coupling reaction

DIPHENYL DISELENIDE

Isolated yield

Mild reaction conditions

Selenides

acetonitrile

Bromine compounds

CATALYSTS

chelation

Copper

Ligands

selenium

Selenium compounds

Synthesis (chemical)

Organic solvents

ARYL BROMIDE

ARYL IODIDE

BROMIDE

DIARYL SELENIDE

iodide

Selenide

unclassified drug

article

chemical bond

cross coupling reaction

synthesis

Temperature

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

Synthesis

A wide range of diaryl ethers are synthesized from the corresponding aryl iodides and phenols through Ullmann type coupling reactions in the presence of a catalytic amount of easily available BINAM-Cu(OTf)2 complex under mild reaction conditions. Less reactive aryl bromides have also been shown to react with phenols under identical reaction conditions to give good yields of the diaryl ethers without increasing the reaction temperature and time. © 2007 Elsevier Ltd. All rights reserved.

Tetrahedron Letters

An efficient BINAM-copper(II) catalyzed Ullmann-type synthesis of diaryl ethers

Oxidation of aldehydes to the corresponding carboxylic acids can be performed highly efficiently at room temperature with 70% tert-butyl hydroperoxide (in water) in the presence of a catalytic amount of easily available ligand free CuCl in acetonitrile as solvent under very mild conditions. This oxidation protocol works well for various aldehydes including aliphatic aldehydes and aliphatic dialdehydes. © 2007 Elsevier Ltd. All rights reserved.

CuCl catalyzed oxidation of aldehydes to carboxylic acids with aqueous tert-butyl hydroperoxide under mild conditions

Tetrahedron

CuS/Fe: a novel and highly efficient catalyst system for coupling reaction of aryl halides with diaryl diselenides

CuO nanoparticles: an efficient and recyclable catalyst for cross-coupling reactions of organic diselenides with aryl boronic acids

European Journal of Organic Chemistry

Lanthanum(III) Oxide as a Recyclable Catalyst for the Synthesis of Diaryl Sulfides and Diaryl Selenides

An efficient copper(I) iodide catalyzed synthesis of diaryl selenides through Cse bond formation using solvent acetonitrile as ligand

Journal	Synthesis
ISSN	00397881
Open Access	No