![10-(1-Azabicyclo[2.2.2]oct-3-ylmethyl)-10H-phenothiazine structure](https://static.chemtradehub.com/structs/292/29216-28-2-1d81.webp "10-(1-Azabicyclo[2.2.2]oct-3-ylmethyl)-10H-phenothiazine structure")
10-(1-Azabicyclo[2.2.2]oct-3-ylmethyl)-10H-phenothiazine
CAS Number:
29216-28-2
Molecular Formula:
C20H22N2S
Asymmetric hydrogenation of α,β-unsaturated sulfones by a rhodium/thiourea–bisphosphine complex
Literature Information
Publication Date
2019-03-06
DOI
10.1039/C8QO01291A
Impact Factor
5.281
Authors
Yongjie Sun, Jun Jiang, Xiaochong Guo
View Original
Abstract
We herein report a method to synthesize chiral sulfone compounds. Catalyzed by a rhodium/thiourea–bisphosphine complex, various α,β-unsaturated sulfones were hydrogenated with high enantioselectivities. Kinetic studies suggested a first-order dependence of the reaction rate on the substrate concentration. Noticeable deactivation of the catalyst was observed in dichloromethane, which could be responsible for the eroded turnover number. The thiourea moiety was demonstrated to be important for high enantioselectivity and reactivity by control experiments.
Related Literature
Collision-induced non-adiabatic transitions between the ion-pair states of molecular iodine: A challenge for experiment and theory
Timur V. Tscherbul, Alexei A. Buchachenko, Mikhail E. Akopyan, Sergey A. Poretsky, Anatoly M. Pravilov, Thomas A. Stephenson
2004-05-18
Invited Article
DOI: 10.1039/B402655A
A novel long path photolysis cell—application to the reactivity of selected organic compounds toward the nitrate radical (NO3)
Davy Rousse, Christian George
2004-04-14
Paper
DOI: 10.1039/B400175C
Thermal and physical properties of an archetypal organic ionic plastic crystal electrolyte
Steven J. Pas, Jennifer M. Pringle, Maria Forsyth, Douglas R. MacFarlane
2004-04-23
Paper
DOI: 10.1039/B400452C
Time-resolved in situXAS study of the preparation of supported gold clusters
Eveline Bus, Roel Prins, Jeroen A. van Bokhoven
2007-05-04
Paper
DOI: 10.1039/B702747H
The influence of a sugar-phosphate backbone on the cisplatin-bridged BpB′ models of DNA purine bases. Quantum chemical calculations of Pt(ii) bonding characteristics
Michal Zeizinger, Jaroslav V. Burda, Jerzy Leszczynski
2004-04-29
Paper
DOI: 10.1039/B317052G
The nature of the oxidation states of gold on ZnO
N. S. Phala, G. Klatt, E. van Steen, S. A. French, A. A. Sokol
2005-05-16
Paper
DOI: 10.1039/B501266J
Transitions and loci of solubilization of nutraceuticals in U-type nonionic microemulsions studied by self-diffusion NMR
Nissim Garti, Idit Amar-Yuli, Aviram Spernath, Roy E. Hoffman
2004-05-12
Paper
DOI: 10.1039/B404315B
Accurate and effective calculation of amide proton magnetic shieldings in a calcium binding peptide
Caterina Benzi, Maurizio Cossi, Vincenzo Barone
2004-04-15
Paper
DOI: 10.1039/B316718F
Mixing behaviour of carboxylic acids adsorbed on graphite
Anna Bickerstaffe, Loïc Messé, Stuart M. Clarke, Julia Parker, Ana Perdigon, Nuan Ping Cheah, Akira Inaba
2004-05-12
Paper
DOI: 10.1039/B403957B
Molecular shape transitions driven by an external force: the case of polymer chains with transient knotted loops
2004-06-03
Paper
DOI: 10.1039/B402633K
You might also like
Compound Q&A
How should waste containing (6-Bromo-2-naphthyl)oxy](dimethyl)(2-methyl-2-propanyl)silane be handled?
Waste containing (6-Bromo-2-naphthyl)oxy](dimethyl)(2-methyl-2-propanyl)silane (...
100751-65-3[(6-Bromo-2-naphthyl...
Compound Q&A
How is 7-Fluoro-4-isoquinolinecarboxylic acid (CAS: 1841081-40-0) typically synthesized?
7-Fluoro-4-isoquinolinecarboxylic acid can be synthesized via a multi-step proce...
1841081-40-07-Fluoro-4-isoquinol...
Compound Q&A
What are the physical and chemical properties of 2,3,5,6-Tetrabromothieno[3,2-b]thiophene (CAS: 124638-53-5)?
2,3,5,6-Tetrabromothieno[3,2-b]thiophene is a crystalline compound with a high m...
124638-53-52,3,5,6-Tetrabromoth...
Compound Q&A
Is 1-[4-(Benzylamino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl]-2-methyl-1H-indole-4-carboxamide (CAS: 1542705-92-9) safe?
1-[4-(Benzylamino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl]-2-methyl-1H-indol...
1542705-92-91-[4-(Benzylamino)-7...
Compound Q&A
What is the market or research trend for imidazo[5,1-d]-1,2,3,5-tetrazine-8-carboxylic acid, 3,4-dihydro-3-methyl-4-oxo- (CAS: 113942-30-6)?
The market for imidazo[5,1-d]-1,2,3,5-tetrazine-8-carboxylic acid, 3,4-dihydro-3...
113942-30-6Imidazo[5,1-d]-1,2,3...
Compound Q&A
What is 3-(Triisopropylsilyl)propiolaldehyde (CAS: 163271-80-5)?
3-(Triisopropylsilyl)propiolaldehyde is a synthetic organic compound with the CA...
163271-80-53-(Triisopropylsilyl...
Compound Q&A
What regulatory guidelines apply to 6-Nitro-2H-1,4-benzoxazin-3(4H)-one (CAS: 81721-87-1)?
6-Nitro-2H-1,4-benzoxazin-3(4H)-one (CAS: 81721-87-1) is subject to various regu...
81721-87-16-Nitro-2H-1,4-benzo...
Compound Q&A
How should waste containing (3-Fluorophenyl)(4-{[(2-methyl-2-propanyl)oxy]carbonyl}-1-piperazinyl)acetic acid (CAS: 885272-91-3) be handled?
Waste containing (3-Fluorophenyl)(4-{[(2-methyl-2-propanyl)oxy]carbonyl}-1-piper...
885272-91-3(3-Fluorophenyl)(4-{...
Compound Q&A
What are the physical and chemical properties of N,N'-4,4'-Biphenyldiyldiisonicotinamide (CAS: 55119-40-9)?
N,N'-4,4'-Biphenyldiyldiisonicotinamide is a white crystalline solid with a mole...
55119-40-9N,N'-4,4'-Biphenyldi...
Compound Q&A
What industries use 6-Bromo-8-fluoro-2-quinazolinol (CAS: 1036756-15-6)?
6-Bromo-8-fluoro-2-quinazolinol is primarily used in the pharmaceutical industry...
1036756-15-66-Bromo-8-fluoro-2-q...
Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
Recommended Suppliers
Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.