1588-49-4Relevant articles and documents
Intermolecular Reductive Cross Coupling of Carbonyl Compounds with Nitriles Induced by Low-valent Titanium
Gao, Ju,Hu, Ming-yang,Chen, Jian-xie,Yuan, Su,Chen, Wei-xing
, p. 1617 - 1620 (1993)
Intermolecular cross coupling of carbonyl compounds with nitriles promoted by TiCl4-Zn leads to ketones.
A new method for reductive coupling of carbonyl compounds to olefins
Kumar Dutta,Konwar
, p. 6227 - 6229 (2000)
Aromatic and aliphatic aldehydes and ketones react with AlCl3-Zn in acetonitrile to yield olefins in good yield. (C) 2000 Published by Elsevier Science Ltd.
Synthesis, crystal structure, and catalytic activity of bridged-bis(N-heterocyclic carbene) palladium(II) complexes in selective Mizoroki-Heck cross-coupling reactions
El Ali, Bassam,Fettouhi, Mohammed,Iali, Wissam,Mansour, Waseem,Suleiman, Rami
, (2021/08/09)
A series of three 1,3-propanediyl bridged bis(N-heterocyclic carbene)palladium(II) complexes (Pd-BNH1, Pd-BNH2, and Pd-BNH3), with + I effect order of the N-substituents of the ligand (isopropyl > benzyl > methoxyphenyl), was the subject of a spectroscopic, structural, computational and catalytic investigation. The bis(NHC)PdBr2 complexes were evaluated in Mizoroki-Heck coupling reactions of aryl bromides with styrene or acrylate derivatives and showed high catalytic efficiency to produce diarylethenes and cinnamic acid derivatives. The X-ray structure of the most active palladium complex Pd-BNH3 shows that the Pd(II) center is bonded to the two carbon atoms of the bis(N-heterocyclic carbene) and two bromide ligands in cis position, resulting in a distorted square planar geometry. The NMR data of Pd-BNH3 are consistent with a single chair-boat rigid conformer in solution with no dynamic behavior of the 8-membered ring palladacycle in the temperature range 25–120 °C. The catalytic activities of three Pd-bridged bis(NHC) complexes in the Mizoroki-Heck cross-coupling reactions were not found to have a direct correlation with +I effect order of the N-substituents of the ligand. However, a direct correlation was found between the DFT calculated absolute softness of the three complexes with their respective catalytic activity. The highest calculated softness, in the case of Pd-BNH3, is expected to favor the coordination steps of both the soft aryl bromides and alkenes in the Heck catalytic cycle.
Porous organic polymer supported rhodium as a heterogeneous catalyst for hydroformylation of alkynes to α,β-unsaturated aldehydes
Liang, Zuyu,Chen, Jianbin,Chen, Xin,Zhang, Kai,Lv, Jinhe,Zhao, Haowen,Zhang, Guoying,Xie, Congxia,Zong, Lingbo,Jia, Xiaofei
supporting information, p. 13721 - 13724 (2019/11/19)
A new porous organic polymer supported rhodium catalyst (Rh/POL-BINAPa&PPh3) has been developed for the hydroformylation of various alkynes to afford the corresponding α,β-unsaturated aldehydes with high chem- and stereoselectivity, excellent catalytic activity and good reusability (10 cycles). The heterogeneous catalyst exhibited more catalytic activity than the comparable homogeneous Rh/BINAPa/PPh3 system.
Synthesis of [7]Helicene Enantiomers and Exploratory Study of Their Conversion into Helically Chiral Iodoarenes and Iodanes
Antien, Kevin,Pouységu, Laurent,Deffieux, Denis,Massip, Stéphane,Peixoto, Philippe A.,Quideau, Stéphane
supporting information, p. 2852 - 2858 (2019/02/05)
The facile and convenient preparation of both enantiomers of a [7]helicene scaffold from inexpensive (l)-(+)-tartaric acid and 4-methylstyrene is described. These helical structures were transformed into bis-iodinated ether derivatives in order to explore their potential as precursors of novel chiral organoiodane reagents or as iodoarene pre-catalysts. Promising results were obtained in hydroxylative phenol dearomatization/[4+2] cycloaddition cascade and dearomative spirolactonization reactions with encouraging enantiomeric excesses.
