Synthesis, characterization, and reactivity of Pd(II) salicylaldimine complexes derived from aminophenols

2007 ◽  
Vol 85 (5) ◽  
pp. 392-399 ◽  
Author(s):  
Bennett J Tardiff ◽  
Joshua C Smith ◽  
Stephen J Duffy ◽  
Christopher M Vogels ◽  
Andreas Decken ◽  
...  
Keyword(s):  
Schiff Base ◽  
Green Chemistry ◽  
Schiff Bases ◽  
Cross Coupling ◽  
Boronic Acids ◽  
Aryl Bromides

Schiff bases, derived from the condensation of salicylaldehydes with 3- and 4-aminophenol, reacted with palladium(II) acetate to give the corresponding bis(N-arylsalicylaldiminato)palladium(II) complexes. These complexes have been found to be active catalysts for the Suzuki–Miyaura cross-coupling of aryl bromides and iodides with aryl boronic acids, using water as a solvent.Key words: cross-coupling, green chemistry, palladium, salicylaldimines, Schiff base, Suzuki–Miyaura.

scholarly journals Microwave-assisted Efficient Synthesis of Isatins and spiro-Thiadiazolines under Green Chemistry Protocol

2010 ◽  
Vol 2 (2) ◽  
pp. 322-329 ◽  
Author(s):  
M. M. Hossain ◽  
M. A. Foysal ◽  
M. Mahabub ◽  
Al- Amin
Keyword(s):  
Schiff Base ◽  
Green Chemistry ◽  
Schiff Bases ◽  
Aromatic Amines ◽  
Electrophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Efficient Synthesis ◽  
Microwave Assisted ◽  
Primary Aromatic Amines ◽  
Mw Irradiation

MW-assisted treatment of oximinoacetanilides obtained from substituted primary aromatic amines was carried out in conc. H2SO4 medium for 5-10 sec to give cyclic amides (isatins) through intramolecular cyclization by means of electrophilic aromatic substitution. Isatins reacted with thiosemicarbazide under MW-condition gave the corresponding Schiff-bases. The Schiff-bases undergo cyclization in presence of minimal Ac2O under MW-irradiation for 3-4 min to give the spiro-thiadiazoline acetyl derivatives in excellent yield. Keywords:  Microwave-synthesis; Isatins; Schiff-base; spiro-Thiadiazoline; Green chemistry. © 2010 JSR Publications. ISSN: 2070-0237 (Print); 2070-0245 (Online). All rights reserved.  DOI: 10.3329/jsr.v2i2.3731               J. Sci. Res. 2 (2), 322-329 (2010)  

scholarly journals Tetradentate N2O2Chelated Palladium(II) Complexes: Synthesis, Characterization, and Catalytic Activity towards Mizoroki-Heck Reaction of Aryl Bromides

2013 ◽  
Vol 2013 ◽  
pp. 1-8 ◽  
Author(s):  
Siti Kamilah Che Soh ◽  
Mustaffa Shamsuddin
Keyword(s):  
Schiff Base ◽  
Catalytic Activity ◽  
Heck Reaction ◽  
Cross Coupling ◽  
Schiff Base Complexes ◽  
Spectroscopic Methods ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Aryl Bromides ◽  
Elemental Analyses

Four air and moisture-stable palladium(II)-Schiff base complexes,N,N′-bis(α-methylsalicylidene)propane-1,3-diamine palladium(II) (2a),N,N′-bis(4-methyl-α-methylsalicylidene)propane-1,3-diamine palladium(II) (2b),N,N′-bis(3,5-di-tert-butylsalicylidene)propane-1,3-diamine palladium(II) (2c), andN,N′-bis(4-methoxy-salicylidene)propane-1,3-diamine palladium(II) (2d), have been successfully synthesised and characterised by CHN elemental analyses and conventional spectroscopic methods. These complexes were investigated as catalysts in the phosphine-free Mizoroki-Heck cross-coupling reactions of aryl bromides with methyl acrylate.

Ferrocenyl phosphine–oxazaphospholidine oxide ligands for the Suzuki–Miyaura coupling of hindered aryl bromides and chlorides

2009 ◽  
Vol 87 (1) ◽  
pp. 171-175 ◽  
Author(s):  
Daniele Vinci ◽  
Nelson Martins ◽  
Ourida Saidi ◽  
John Bacsa ◽  
Amadeu Brigas ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Boronic Acids ◽  
Coupling Reactions ◽  
Aryl Chlorides ◽  
Cross Coupling Reactions ◽  
Aryl Bromides ◽  
Highly Effective

A series of ferrocenyl oxazaphospholidine phosphines that differ electronically and sterically were investigated as ligands for the Suzuki–Miyaura cross-coupling reactions. One of these compounds, 1, was shown to be highly effective in the coupling reactions of bulky aryl bromides with boronic acids when combined with Pd(OAc)2, while another, 2, was capable of coupling aryl chlorides with boronic acids. However, these ligands were less effective in asymmetric induction.Key words: Suzuki–Miyaura coupling, ferrocenyl phosphines, aryl bromides, aryl chlorides, palladium.

Monodentate Trialkylphosphines: Privileged Ligands in Metal-catalyzed Crosscoupling Reactions

2020 ◽  
Vol 24 (3) ◽  
pp. 231-264 ◽  
Author(s):  
Kevin H. Shaughnessy
Keyword(s):  
Transition Metal ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Aryl Bromides ◽  
Wide Range ◽  
Sterically Demanding ◽  
Transition Metal Catalyzed ◽  
Catalyzed Reactions ◽  
Metal Catalyzed

Phosphines are widely used ligands in transition metal-catalyzed reactions. Arylphosphines, such as triphenylphosphine, were among the first phosphines to show broad utility in catalysis. Beginning in the late 1990s, sterically demanding and electronrich trialkylphosphines began to receive attention as supporting ligands. These ligands were found to be particularly effective at promoting oxidative addition in cross-coupling of aryl halides. With electron-rich, sterically demanding ligands, such as tri-tertbutylphosphine, coupling of aryl bromides could be achieved at room temperature. More importantly, the less reactive, but more broadly available, aryl chlorides became accessible substrates. Tri-tert-butylphosphine has become a privileged ligand that has found application in a wide range of late transition-metal catalyzed coupling reactions. This success has led to the use of numerous monodentate trialkylphosphines in cross-coupling reactions. This review will discuss the general properties and features of monodentate trialkylphosphines and their application in cross-coupling reactions of C–X and C–H bonds.

The Merger of CF3SO2Na and Palladium Catalysis to Enable Decarboxylative Cross-Coupling for the Synthesis of Aromatic Ketones under Room Temperature

2021 ◽  
Author(s):  
Pan Xie ◽  
Cheng Xue ◽  
Cancan Wang ◽  
Dongdong Du ◽  
Sanshan Shi
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Palladium Catalysis ◽  
Cross Coupling ◽  
Boronic Acids ◽  
Aromatic Ketones ◽  
Aryl Ketones ◽  
Oxocarboxylic Acids

A CF3SO2Na/Pd(OAc)2 co-catalyzed strategy is developed to produce aryl ketones via visible-light-induced decarboxylative cross-coupling of α-oxocarboxylic acids and aryl boronic acids. This process was perfomed under air at room temperature,...

The Suzuki-Miyaura Cross-Coupling Reactions of 6-Halopurines with Boronic Acids Leading to 6-Aryl- and 6-Alkenylpurines

Synlett ◽  
1999 ◽  
Vol 1999 (7) ◽  
pp. 1145-1147 ◽  
Author(s):  
Martina Havelková ◽  
Michal Hocek ◽  
Michal Česnek ◽  
Dalimil Dvořák
Keyword(s):  
Cross Coupling ◽  
Boronic Acids ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

Solvent-free palladium-catalyzed C–O cross-coupling of aryl bromides with phenols

2021 ◽  
Vol 31 (3) ◽  
pp. 409-411
Author(s):  
Sergey A. Rzhevskiy ◽  
Maxim A. Topchiy ◽  
Vasilii N. Bogachev ◽  
Lidiya I. Minaeva ◽  
Ilia R. Cherkashchenko ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Solvent Free ◽  
Aryl Bromides ◽  
Palladium Catalyzed
Sign in / Sign up

Export Citation Format

Share Document