Zach Niemeyer, Justin Salvant University of Utah

Slides:

Advertisements

Similar presentations

Ch 25 Metabolism 1. Explain why ATP is a useful form of energy in cells. 2. Hydrolysis of phosphoanyhdride bonds has a large negative ΔG. What 3 factors.

Advertisements

Palladium Catalyzed C-N Bond Formation Jenny McCahill

16.1b: Acid strength and equilibrium position.  Strong acids  ionize completely, strong electrolyte  reacts completely with water to form H 3 O + 

Sigma-bond metathesis

The Kinetic Study of Oxidation Reactions of (TDFPP)FeIVO, Model Compound of Heme Iron Center in Cytochrome P450 Se Ryeon Lee Department of Chemistry Johns.

Carbonyl Compounds I: Chapter 11

Preview Lesson Starter Objectives Branches of Chemistry Top Eight Chemicals Made in the United States Chapter 1.

CHEM 2211 Organic Chemistry I: Chapter 8 Summary of Reactions Know these!!!!! Slides 2-7 show the EAS reactions Slides 8-10 show the side chain reactions.

Chemistry is the study of the composition, structure, and properties of matter, the processes that matter undergoes, and the energy changes that accompany.

High-Oxidation-State Palladium Catalysis 报告人：刘槟 2010 年 10 月 23 日.

Chem 211 Experiment 6 How Can We Tell if Two Solid Organic Compounds Are the Same or Different? Pre-Lab Discussion.

Unit 5: Applying Chemical Reactions Chem Com Test 4/20/09.

WATER ¾ of the Earth is covered with it Exists on Earth as a solid, liquid AND gas POLAR!!!

Organic Pedagogical Electronic Network Properties of Hydrogen Bonding Created by Max Taggart Edited by Margaret Hilton Honors Organic Chemistry Chem 2321.

Organic Pedagogical Electronic Network C–H bond Hydroxylation at Non-Heme Carboxylate-Bridged Diiron Centers Omar Villanueva, Cora MacBeth Emory University.

Organic Pedagogical Electronic Network An Introduction to Catalytic Nitrene C–H Oxidation Ashley M. Adams, Justin Su, And J. Du Bois.

Recycling the Waste: The Development of a Catalytic Wittig Reaction Angew. Chem. Int. Ed. 2009, 48, 6836 –6839.

Biochemistry Jeopardy Chem IS TRYEnzymesMacromoleculesPotpourriMore Potpourri

Organic Pedagogical Electronic Network Developing Mathematical Relationships to Understand and Optimize Reaction Outcomes Elizabeth Bess & Matthew Sigman.

6.1 Ionic Bonding   HES Chemistry Unit: Ions and Ionic Bonds.

Radical Reactions in Biological Systems

Chapter 1 Objectives Define chemistry.

Solvation Effects on Reactions

Quantum Tunneling in Organic Chemistry

Solvation Effects on pKa Values

Non-Covalent Interactions

Time Resolved Infrared Spectroscopy

What is Matter?.

Olefin Metathesis Created by Elizabeth Billings

COX 2 Inhibitor Interactions

Redox Relay Heck Reaction

Bio-Inspired Metal-Oxo Catalysts for C–H Bond Functionalization

Fischer and Schrock Carbenes: A Brief Overview

Low-Valent Iron-Catalyzed Transformations of Unsaturated Hydrocarbons

When a benzene ring is a substituent, it is called a

Aryl Halides - Bonding, Physical Properties and Reactions

John Gipson & Victoria Russell University of Utah

Eric Amerling & Christine Nervig University of Utah

Major developments in Rh-catalyzed asymmetric 1,4-addition of boron species to enone Group Seminar By Raphaël Beltran.

Chem 250 Writing Assignment Lab 4 – Personal Care Product 10/10/14 one page summary of primary article due 10/24/14 annotated bibliography due 11/14/14.

Exam 2 Friday, Oct.,31, 2014 Chapters (which build on1-5) Chem Act 6C, 8, 9,10,11,15,16 Lab Expts 4, 5, 6, 7 For Wednesday’s class 10/29/14 send.

Presented by Guillaume Pelletier. March 11th 2008.

Nanostructures: Current uses and future applications in food science

Chapter 1 Section 1 Chemistry Is a Physical Science

Objectives: Understand the nature of antimicrobial chemical compounds that make them useful. Understand the major modes of action by which antimicrobial.

Transition Metal Catalyzed Amide Bond Formation

Unit: Chemical Bonding

CH 12-3: Grignard Reaction-I

2-2 Properties of Water Q: How does the structure of water contribute to its unique properties? A: Because water is a polar molecule, it is able to form.

Section 1 Chemistry Is a Physical Science

Activity Series of the Elements

Chapter 11 Reactions of Carboxylic Acids and Carboxylic Acid Derivatives Paula Yurkanis Bruice University of California, Santa Barbara.

Chapter 1 Objectives Define chemistry.

Generation, Study, and Application of Dicationic Intermediates

Deciphering Reaction Mechanism with Intermediate Trapping

Stepwise Water Splitting: Thermal H2 and Light-Induced O2 Liberation

Cytochrome P450 Oxidase Created by Joseph Aman

Elizabeth Bess & Matthew Sigman University of Utah

1,3-Dipolar Cycloadditions

Bonds to 10 and 100 Hint: Use your bonds to 10 to work out bonds to – 5 =  10 – 8 =  10 – 3 =  10 – 10 =  100 – 30 =  40 +  = – 90.

Metabolism of Anabolic Androgenic Steroids

Enantioselective, Palladium-Catalyzed α-Arylation of N-Boc-pyrrolidine

Zimmerman-Traxler Model

Ch. 9 Chemical Reactions Identifying a Chemical Change

INTRODUCTION TO CHEM 2312 AND REVIEW OF CHEM 2311

Reaction Mechanism in Aromatic hydrocarbons Batch: 2nd Semester Prof

Volume 1, Issue 4, Pages (October 2016)

CONTENTS  INTRODUCTION  REACTION  MECHANISM  APPLICATION  SCOPE  CONCLUSION  REFERENCE.

CONTENTS  INTRODUCTION  REACTION  MECHANISM  APPLICATION  SCOPE  CONCLUSION  REFERENCE.

Confirmation of the Improbable

Presentation transcript:

Zach Niemeyer, Justin Salvant University of Utah Lipitor Aryl Fluorination Zach Niemeyer, Justin Salvant University of Utah

Aryl Fluorination Mechanism: Overview: Aryl fluorines are present in two of the top 10 grossing drugs (Lipitor and Reserdal). The C-F bond is uniquely strong and prevents facile metabolism, giving these compounds longer T1/2 in vivo. The generalized mechanism for electrophilic aryl fluorination proceeds through a high valent metal species. Mechanism: Wiki Page: http://en.wikipedia.org/wiki/Balz%E2%80%93Schiemann_reaction

Aryl Fluorination Overview: Aryl fluorines are present in two of the top 10 grossing drugs (Lipitor and Reserdal). The C-F bond is uniquely strong and prevents facile metabolism, giving these compounds longer T1/2 in vivo. The generalized mechanism for electrophilic aryl fluorination proceeds through a high valent metal species. Early Examples Wiki Page: http://en.wikipedia.org/wiki/Balz%E2%80%93Schiemann_reaction

Examples REFERENCES: Tang, P.; Furuya, T.; Ritter, T. J. Am. Chem. Soc. 2010, 12150-12154. Lee, E.; Kamlet, A.; Powers, D.; Neumann, C.; Boursalian, G.; Furuya, T.; Choi, D.; Hooker, J.; Ritter, T. Science 2011, 639-642

Problems Assuming the catalytic cycle shown, predict the product formed upon the addition of exogenous water: What is the role of NaOTf in the reaction below? (Hint: Ag2O is only partially soluble) References: Tang, P.; Furuya, T.; Ritter, T. J. Am. Chem. Soc. 2010, 12150-12154.

Contributed by: Zach Niemeyer, Justin Salvant (Undergraduates) University of Utah, 2013