97009-36-4Relevant academic research and scientific papers
Designed pincer ligand supported Co(ii)-based catalysts for dehydrogenative activation of alcohols: Studies onN-alkylation of amines, α-alkylation of ketones and synthesis of quinolines
Singh, Anshu,Maji, Ankur,Joshi, Mayank,Choudhury, Angshuman R.,Ghosh, Kaushik
, p. 8567 - 8587 (2021/06/30)
Base-metal catalystsCo1,Co2andCo3were synthesized from designed pincer ligandsL1,L2andL3having NNN donor atoms respectively.Co1,Co2andCo3were characterized by IR, UV-Vis. and ESI-MS spectroscopic studies. Single crystal X-ray diffraction studies were investigated to authenticate the molecular structures ofCo1andCo3. CatalystsCo1,Co2andCo3were utilized to study the dehydrogenative activation of alcohols forN-alkylation of amines, α-alkylation of ketones and synthesis of quinolines. Under optimized reaction conditions, a broad range of substrates including alcohols, anilines and ketones were exploited. A series of control experiments forN-alkylation of amines, α-alkylation of ketones and synthesis of quinolines were examined to understand the reaction pathway. ESI-MS spectral studies were investigated to characterize cobalt-alkoxide and cobalt-hydride intermediates. Reduction of styrene by evolved hydrogen gas during the reaction was investigated to authenticate the dehydrogenative nature of the catalysts. Probable reaction pathways were proposed forN-alkylation of amines, α-alkylation of ketones and synthesis of quinolines on the basis of control experiments and detection of reaction intermediates.
Efficient Organoruthenium Catalysts for α-Alkylation of Ketones and Amide with Alcohols: Synthesis of Quinolines via Hydrogen Borrowing Strategy and their Mechanistic Studies
Maji, Ankur,Singh, Anshu,Singh, Neetu,Ghosh, Kaushik
, p. 3108 - 3125 (2020/05/18)
A new family of phosphine free organometallic ruthenium(II) catalysts (Ru1–Ru4) supported by bidentate NN Schiff base ligands (L1–L4 where L1=N,N-dimethyl-4-((2-phenyl-2-(pyridin-2-ylmethyl)hydrazineylidene)methyl) aniline, L2=N,N-diethyl-4-((2-phenyl-2-(pyridin-2-ylmethyl)hydrazineylidene)methyl)aniline, L3=N,N-dimethyl-4-((2-phenyl-2-(pyridin-2-yl)hydrazineylidene)methyl)- aniline and L4=N,N-diethyl-4-((2-phenyl-2-(pyridin-2-yl)hydrazineylidene)methyl) aniline) was prepared and characterized. These half-sandwich complexes acted as catalysts for C?C bond formation and exhibited excellent performance in the dehydrogenative coupling of ketones and amides. In the synthesis of C–C bonds, alcohols were utilized as the alkylating agent. A broad range of substrates, including sterically hindered ketones and alcohols, were well tolerated under the optimized conditions (TON up to 47000 and TOF up to 11750 h?1). This ruthenium (II) catalysts were also active towards the dehydrogenative cyclization of o-amino benzyl alcohol for the formation of quinolines derivatives. Various polysubstituted quinolines were synthesized in moderate to excellent yields (TON up to 71000 and TOF up to 11830 h?1). Control experiments were carried out and the ruthenium hydride intermediate was characterized to support the reaction mechanism and a probable reaction pathway of dehydrogenative coupling for the C?C bond formation has been proposed.
Diels-Alder route to norbornane derived vicinal phosphane/borane frustrated Lewis pairs for the metal-free catalytic hydrogenation of α, β-unsaturated ketones
W?lke, Christian,Daniliuc, Constantin G.,Kehr, Gerald,Erker, Gerhard
supporting information, (2019/08/26)
The [4+2] cycloaddition reaction of the (dimesitylphosphino)cyclopentadienes 5a,b with N-phenylmaleimide gave the norbornene derivative 9. Its reduction with LiAlH4 produced the N-phenylpyrrolidino-annulated system 10. Treatment with Piers' bor
Domino Reactions Containing Different Types of Heck Reactions for Selective 3,3- and 1,3-Diarylations of Propenol with Aryl Halides by Triple Catalysis
Zhu, Zhi-Qiang,He, Jian-Shi,Wang, Hai-Jun,Huang, Zhi-Zhen
, p. 9354 - 9359 (2015/09/28)
A new domino Heck-isomerization/Saegusa/Heck reaction of propenol with aryl iodides has been developed for the synthesis of 3,3-diaryl propenals by triple transition-metal catalysis. Moreover, we also developed the domino Heck-isomerization/Heck-type reaction of propenol with aryl iodides for the synthesis of 1,3-diaryl propanones by double transition-metal catalysis and the mediation of secondary amine or triple transition metal catalysis and aminocatalysis.
Synthesis, structures of benzoxazolyl iridium(III) complexes, and applications on C-C and C-N bond formation reactions under solvent-free conditions: Catalytic activity enhanced by noncoordinating anion without silver effect
Wang, Dawei,Zhao, Keyan,Xu, Chongying,Miao, Hongyan,Ding, Yuqiang
, p. 3910 - 3918 (2014/12/12)
Several new bisbenzoxazolyl iridium(III) complexes have been synthesized and characterized through X-ray crystallography. These complexes exhibit excellent catalytic activity in C-C and C-N bond formation reactions from the alkylation of amine with amine, amine with alcohol, ketone with alcohol, and alcohol with alcohol through a borrowing hydrogen reaction. Moreover, these iridium(III) complexes are effective catalysts for the alkylation of amine with alcohol and ketone with alcohol under solvent-free conditions. The catalytic activity of these complexes is greatly enhanced by noncoordinating, while the experiments have excluded the possibility of a "silver effect" (bimetallic catalysis or silver-assisted metal catalysis) from the experiments.
Rhodium(I)-catalyzed arylation of β-chloro ketones and related derivatives through domino dehydrochlorination/conjugate addition
Jiang, Quanbin,Guo, Tenglong,Wang, Qingfu,Wu, Ping,Yu, Zhengkun
supporting information, p. 1874 - 1880 (2013/07/19)
Highly efficient arylations of β-chloro ketones and their ester and amide derivatives were achieved by means of domino dehydrochlorination/Rh(I)- catalyzed conjugate addition. In situ generated vinyl ketones and their analogues were identified as the reaction intermediates. The present synthetic protocol provides a concise route to (chiral) β-aryl ketones, esters, and amides. Copyright
HAP-Pd(0): A highly efficient recyclable heterogeneous catalyst for the selective reduction of carbon-carbon double bond in ,-unsaturated ketones
Chambyal, Omkar Singh,Paul, Satya,Shamim, Tahira,Gupta, Monika,Gupta, Rajive,Loupy, Andre
, p. 656 - 667 (2013/01/15)
A recyclable heterogeneous hydroxyapatite-supported palladium(0) catalyst was prepared by a simple procedure and successfully applied for the selective reduction of carbon-carbon double bond in ,-unsaturated ketones using HCOONH4 as hydrogen transfer agen
Triphenylphosphine-cyclometallated iridium(III) pyrimidine complexes: Synthesis, crystal structures and application in α-alkylation of ketones with alcohols
Xu, Chen,Dong, Xin-Ming,Wang, Zhi-Qiang,Hao, Xin-Qi,Li, Zhen,Duan, Lu-Meng,Ji, Bao-Ming,Song, Mao-Ping
experimental part, p. 214 - 218 (2012/03/11)
Two triphenylphosphine (PPh3)-cyclometallated iridium(III) pyrimidine complexes Ir(NDMP)2PPh3Cl 1 and Ir(NDMP)(PPh3)2Cl2 2 (NDMP = 2-(2-naphthyl)-4,6- dimethyl-pyrimidine) were synthesized and characterized by NMR, IR, ESI-MS, and elemental analysis. Additionally, their detailed structures have been determined by X-ray single-crystal diffraction. The complex 1 was a PPh3-biscyclometalated Ir(III) complex, while 2 was a PPh 3-monocyclometalated Ir(III) complex. These complexes were found to be efficient catalysts for α-alkylation of ketones with alcohols.
TFA-mediated tandem Friedel-Crafts alkylation/cyclization/hydrogen transfer process for the synthesis of flavylium compounds
Wu, Yan-Chao,Liu, Li,Liu, Yu-Liang,Wang, Dong,Chen, Yong-Jun
, p. 9383 - 9386 (2008/03/13)
(Chemical Equation Presented) The tandem reaction of phenols and chalcones in refluxing TFA gave the flavylium species of 2-hydroxy-2-phenyl-2H-chromenes in moderate to good isolated yields. The reaction was proposed to involve a tandem transformation of
Efficient role of Mg-ZnCl2 for selective reduction of α,β-unsaturated carbonyl compounds in aqueous medium
Saikia, Anil,Barthakur, Madan Gopal,Boruah, Romesh Chandra
, p. 523 - 525 (2007/10/03)
A facile strategy for the convenient reduction of α,β- unsaturated carbonyl compounds and conjugated alkynes has been accomplished by Mg-ZnCl2 system in aqueous medium. Georg Thieme Verlag Stuttgart.
