Clay encapsulated Cu(OH)x promoted homocoupling of arylboronic acids: An efficient and eco-friendly protocol

Dar, Bashir Ahmad; Singh, Snehil; Pandey, Nalini; Singh, A. P.; Sharma, Priti; Lazar, Anish; Sharma, Meena; Vishwakarma, Ram A.; Singh, Baldev

doi:10.1016/j.apcata.2013.10.048

Cited by 15 publications

(1 citation statement)

References 31 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In addition, Kaboudin and collaborators discovered that the (Cu 2 -CD) complex is an excellent dinuclear supramolecular nanoreactor catalyst for phenylboronic acid coupling reactions in the air under ligand-and base-free conditions (Kaboudin et al, 2011a). Singh and a group of researchers discovered phenylboronic acid homocoupling catalyzed by clay encapsulated Cu(OH)x (Dar et al, 2014). According to Puthiaraj and colleagues, copper terephthalate Cu(BDC) metal-organic framework MOF can be used as an efficient heterogeneous reusable catalyst for aerobic homocoupling of phenylboronic acids while maintaining the Cu(BDC) MOF's crystallinity and structure (Puthiaraj et al, 2014).…”

Section: Introductionmentioning

confidence: 99%

Kinetic studies of copper-catalyzed homocoupling reactions of arylboronic acids in aqueous micellar media

2022

ZJPAS

View full text Add to dashboard Cite

The kinetic studies for copper-catalyzed homocoupling of some phenylboronic acids have been successfully carried out in an aqueous micellar medium under environmentally benign conditions (water as a solvent, micelle to help solubilize hydrophobic adducts). In this study cetyl trimethyl ammonium bromide (CTAB ) is used as a surfactant to produce micelle. Different copper salts and copper complexes were used as catalysts to perform the reaction under the mild condition at a temperature range (40--Vis spectrophotometer and the absorbances were measured at maximum wavelengths for the biphenyl production of each of five selected phenylboronic acids. The observed rate constants (k obs ) were calculated using a pseudo-first-order equation and unsubstituted phenylboronic acid was selected for optimization processes. The experimental results showed good to excellent curve fit (R 2 =0.9967-0.9998) to the pseudo-first-order equation and origin software was used for this purpose. Among all copper catalysts, the observed rate constant (k obs ) for cupric acetate (Cu(OAc) 2 )is much higher than others, (k obs =0.1605 min -1 ), while CuCl 2. 2H 2 O has a minimum observed rate constant, k obs =0.0216min -1 . The two copper complexes [Cu(4-mba) 2 (tmeda)], and 2 (H 2 O) 2 (tmeda)] (4-mbaH = 4-methylbenzoic acid, 3-mbaH = 3-methylbenzoic acid, tmeda = tetramethylethyleneamine) phenylboronic acid is used as reactant the value of k obs is (0.0176, 0.0343 min -1 ) respectively, while using p-tolylboronic acid (1b) as reactant the value of k obs is (0.0173, 0.0147 min -1 ) respectively.

show abstract

Section: Introductionmentioning

confidence: 99%