Date: 2016-4-29.

Slides:



Advertisements
Similar presentations
Combinatorial evolution of site- and enantioselective catalysts for polyene epoxidation Guillaume Pelletier Literature meeting - November 20 th 2012 Lichtor,
Advertisements

1 DIRECT METHANOL FUEL CELL WITH EXTENDED REACTION ZONE ANODE Alex Bauer, Elöd L. Gyenge and Colin W. Oloman Department of Chemical and Biological Engineering.
Dye-Sensitized Solar Cells
Carboxylation of C-H Bonds Using N-Heterocyclic Carbene Gold(I) Complexes Boogaerts, I. F.; Nolan, S. P. J. Am. Chem. Soc. 2010, 132, 8858–8859.
张文全 tandem conjugate addition/ Ireland-Claisen rearrangment.
Pd(II)-Catalysed Cyclisations of Aminoalkenitols Dr. Peter Szolcsányi Department of Organic Chemistry Slovak University of Technology Bratislava, Slovak.
1 Single electron transfer reaction involving 1,3-dicarbonyl compounds and its synthetic applications Reporter: Jie Yu Oct. 31, 2009.
何玉萍 Palladium(II)-Catalyzed Alkene Functionalization.
M. Meyyappan Director, Center for Nanotechnology NASA Ames Research Center Moffett Field, CA 94035
- 1 - Anodic Oxidative Cyclizations: Tools for the Synthetic Organic Chemist Mélina Girardin October 19 th 2006.
Surface Enhanced Raman Scattering (SERS) Effect and Applications Cheng Guo 07/15/2008 Mini Symposium on Surface Plasmons.
Chain and Step Growth Polymerization Brazel & Rosen 8.1
Salt Power Chloe Shreve and Helen Row.  It uses an electrochemical cell. In the cell there are anodes, cathodes and electrolytes that concert chemical.
Investigation of electrode materials with 3DOM structures Antony Han Chem 750/7530.
I. Metal Based Reagents. II Non-Metal Based Reagents III. Epoxidations Oxidations.
Wacker Oxidation and Wacker-Type Reactions
Catalytic Heterocycle Synthesis Group 万伯顺 杂环合成中的 环加成与环化反应.
Dihydrophenanthridine: A New and Easily Regenerable NAD(P)H Model for Biomimetic Asymmetric Hydrogenation Chen, Q.-A.; Gao, K.; Duan, Y.; Ye, Z.-S.; Shi,
Enantioselective Total Synthesis of (-)-Strychnine
Colloidal Polymerization of Ferromagnetic Nanoparticles into Cobalt Oxide Nanowires Jeffrey Pyun, University of Arizona, DMR We have developed.
CH 6-9: E1 Elimination Mechanism - E1: “Elimination….Unimolecular” - Rate = k [substrate] (1 st order reaction) Shares many (if not most) of the same mechanistic.
Catalytic activation of carbon-carbon bonds in cyclopentanones
HSPiP for Greener Solid Phase Organic Synthesis (SPOS)
Applications of Asymmetric PTC Alkylation to Total Synthesis
Organic Synthesis Michael Smith Chapter 12 Carey & Sundberg Chapter 8.
Objectives Understand how a fuel cell makes electricity
Design of novel nitrogenous base-tethered Co-Schiff base complexes for the selective catalytic cleavage of lignin Rebecca E. Key and Joseph J. Bozell Center.
Toward Efficiently Rechargeable Li-O2 Batteries Utilizing Lithium Nitrate Based Electrolytes Wesley Walker, Vincent Giordani, Vyacheslav Bryantsev, Jasim.
“Synthesis of 12-S-HETE using asymmetric phase-transfer catalysis” Spring 2009 ACS Meeting Mike A. Christiansen, Merritt B. Andrus Brigham Young University.
Ionic Substitution Lab Expt # 10
Experiments in Analytical Chemistry
Guillaume Benoit – Charette Group
Alkenes: Reactions and Synthesis
CH 6-3: SN2 Reaction Part III The Leaving Group in SN2 Reactions
Enantioselective Rh-catalyzed Aldehyde C-H Activation
Envisaged Flow Synthesis of (1)
Total Synthesis of Cribrostatin IV and ET-743
Mike April 29th 2013 Umpolung of Hemiaminals: Titanocene-Catalyzed Dehydroxylative Radical Coupling Reactions with Activated Alkenes Zheng, X.; Dai, X.-J.;
Chemoselective and Regioselective Oxidative
OLI Lithium Chemistry Initiative
Copper Hydride Catalyzed Hydroamination of Alkenes and Alkynes
Unit 8: Electrochemistry Applications
Simple and Clean Photo-induced Methylation of Heteroarenes with MeOH
Kenneth Virgel N. Esguerra, Wenbo Xu, Jean-Philip Lumb  Chem 
ENVISAGED CONTINUOUS FLOW SYNTHESIS OF COMBRETASTATIN A-4
Nobuaki Matsumori, Toshiyuki Yamaguchi, Yoshiko Maeta, Michio Murata 
Volume 3, Issue 5, Pages (November 2017)
KC Nicolaou, JA Pfefferkorn, F Schuler, AJ Roecker, G-Q Cao, JE Casida 
Volume 8, Pages (October 2018)
Chemical synthesis and biological properties of pyridine epothilones*
Aliza Khurram, Mingfu He, Betar M. Gallant  Joule 
Deciphering Reaction Mechanism with Intermediate Trapping
Substitution Reactions:
by Steven M. Banik, Jonathan William Medley, and Eric N. Jacobsen
Environmental Technology
by Zachary G. Brill, Huck K. Grover, and Thomas J. Maimone
Envisaged Flow Synthesis of 1
Volume 12, Issue 1, Pages (January 2005)
Volume 11, Issue 9, Pages (September 2004)
Thing / Person:____________________ Dates:_________________
Facile Diels-Alder Reactions with Pyridines Promoted by Tungsten
Nucleophilic Substitution Reaction Class : M.Sc. I
Mechanistic studies of peroxide activation by methyltrioxorhenium
L19 TOPIC 6. NUCLEOPHILIC SUBSTITUTIONS (chapter 6 and parts of chapters 7 and 11)
Rapid Reversible C–H Bond Activation By Nickel In the Presence of C-F Bonds BACKGROUND: C-H Bond activation reactions target the conversion of inexpensive.
Witting Reaction Presented by
Synthesis and Electrochemistry of Double-Decker Buckyferrocenes
Ibrahim Sultan Mashima Laboratory Osaka University 2019/07/24
Dr. Kevin Huang Associate Professor, Department of Mechanical Engineering, University of South Carolina, Columbia, SC29201 A new IT low-cost and rare-earth.
Volume 12, Pages (February 2019)
Presentation transcript:

Date: 2016-4-29

Background [12] Shono, T. & Ikeda, A. J. Am. Chem. Soc. 94, 7892–7898 (1972) [14] Masui, M., Hosomi, K., Tsuchida, K. & Ozaki, S. Chem. Pharm. Bull. 33, 4798–4802 (1985).

Optimization Cooxidants (NHPI, pyridine, CH3CN): air(6%) bubbling O2 (18%) Bz2O2(0%) tBu2O2 (0%) H2O2(27%) tBuOOH(51%) PhC(CH3)2OOH(43%) Solvents (NHPI, tBuOOH, pyridine): CH3CN (51%) pyridine (40%) Acetone (56%) CH2Cl2 (21%) MeOH (trace) DMF (5%) DMSO (14%) HFIP (0%) EtOAc (trace) THF (trace) Bases (NHPI, tBuOOH, CH3CN): pyridine (51%) 2,6-lutidine (10%) 2,4,6-collidine (13%) Et3N (0%) DBU (0%) Li2CO3 (trace) Electrolyte (NHPI, tBuOOH, pyridine, acetone): LiClO4 (56%) LiBF4 (41%) Et4NClO4 (0%)

Optimization Mediators (tBuOOH, pyridine, acetone). Optimized electrochemical parameters: Cl4NHPI (0.2 equiv.), pyridine (2 equiv.), tBuOOH (1.5 equiv.), LiClO4 (0.6 equiv.), acetone (0.16 M in substrate), reticulated vitreous carbon electrodes, 10 mA per mmol of substrate. n.d., not detected.

Scope of the oxidation

Scope of the oxidation

Scope of the oxidation

Practicality

PGS assessment Process Greenness Score

Mechanism

Outlook Operational simplicity and high chemoselectivity Limitation Promising industrial application and synthetic utilization Limitation Not all acyclic alkenes give very high conversion