Kinetic studies using reaction calorimetry were conducted under synthetically relevant conditions to study the effect of additives in the cyanation of bromobenzene catalyzed by palladium complexes. This work demonstrates that the addition of a catalytic amount of ZnBr(2) facilitates the reaction with an elimination of the induction period observed without additive. This study afforded a qualitative assessment of the effect of water on the rate-limiting step and the apparent reaction order in bromobenzene.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/ol8016935 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Evaluation and improvement of CuI-mediated C-cyanation.
J Labelled Comp Radiopharm
March 2023
Department of Advanced Nuclear Medicine Sciences, Institute for Quantum Medical Science, National Institutes for Quantum Science and Technology, Chiba, Japan.
CuI-mediated C-cyanation was evaluated by synthesizing [ C]perampanel ([ C]5) as a model compound and compared with previous reports. To a DMF solution with 5'-(2-bromophenyl)-1'-phenyl-[2,3'-bipyridin]-6'(1'H)-one (4) and CuI, [ C]NH CN in a stream of ammonia/nitrogen (5:95, v/v) gas was bubbled. Subsequently, the reaction mixture was heated at 180°C for 5 min.
View Article and Find Full Text PDFSynthesis, spectral characterization, thermal and photoluminescence properties of Zn(II) and Cd(II)-azido/thiocyanato complexes with thiazolylazo dye and 1,2-bis(diphenylphoshino)ethane.
Spectrochim Acta A Mol Biomol Spectrosc
January 2011
Department of Chemistry, Shivaji University, Kolhapur (MS) 416004, India.
A series of complexes of the type [M(L)(dppe)X2]; where M=Zn(II) or Cd(II); L=4-(2'-thiazolylazo)chlorobenzene (L1), 4-(2'-thiazolylazo)bromobenzene (L2) and 4-(2'-thiazolylazo) iodobenzene (L3); dppe=1,2-bis(diphenylphosphino)ethane; X=N3- or NCS- have been prepared and characterized on the basis of their microanalysis, molar conductance, thermal, IR, UV-vis and 1H NMR spectral studies. IR spectra show that the ligand L is coordinated to the metal atom in bidentate manner via azo nitrogen and thiazole nitrogen. An octahedral structure is proposed for all the complexes.
View Article and Find Full Text PDFInsights into palladium-catalyzed cyanation of bromobenzene: additive effects on the rate-limiting step.
Org Lett
December 2008
Process Research and Development, Bristol-Myers Squibb Pharmaceutical Research Institute, One Squibb Drive, New Brunswick, New Jersey 08903, USA.
Kinetic studies using reaction calorimetry were conducted under synthetically relevant conditions to study the effect of additives in the cyanation of bromobenzene catalyzed by palladium complexes. This work demonstrates that the addition of a catalytic amount of ZnBr(2) facilitates the reaction with an elimination of the induction period observed without additive. This study afforded a qualitative assessment of the effect of water on the rate-limiting step and the apparent reaction order in bromobenzene.
View Article and Find Full Text PDFA state-of-the-art cyanation of aryl bromides: a novel and versatile copper catalyst system inspired by Nature.
Chemistry
September 2007
Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Strasse 29 A, 18059 Rostock, Germany.
A general protocol for the cyanation of aryl halides with the nontoxic cyanide source K4[Fe(CN)6] using copper catalysis and a ligand system based on 1-alkylimidazoles is presented. The advantages of this system are the high selectivity, a unique substrate range, easy handling, and inexpensive reagents.
View Article and Find Full Text PDFWant 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!