Resources

ORGANOMETALLICS (CHEM 530) 2019 NOTES

Syllabus

DAY 1: Strong Inference + Main Group Organometallics
Worksheet • Lecture Video
DAY 2: Organotransition Metal Complexes: History, Structure, and Bonding I
Worksheet Lecture Video
DAY 3: Organotransition Metal Complexes: History, Structure, and Bonding II
Worksheet Lecture Video
DAY 4: Elementary Reactions I
Worksheet Lecture Video
DAY 5: Elementary Reactions II
Worksheet  Lecture Video
DAY 6: Elementary Reactions III
Worksheet • Lecture Video
DAY 7: Carbenes and Other M–C and M–X Multiple Bonds
Worksheet Lecture Video
DAY 8: GUEST – Catalytic Cycloadditions (V. Schmidt, UCSD)
Lecture Video
DAY 9: Principles of Catalysis and Ancillary Ligand Design
Worksheet • Lecture Video
DAY 10: Catalytic Hydrogenation
WorksheetLecture Video
DAY 11: Catalytic Carbonylation
Worksheet • Lecture Video
DAY 12: MIDTERM
DAY 13: Wacker- and Heck-Type Alkene Addition
Worksheet • Lecture Video
DAY 14: Allylic Substitution
Worksheet • Lecture Video
DAY 15: Olefin Metathesis
Worksheet • Lecture Video
DAY 16: Catalytic Cross-Coupling
Worksheet • Lecture Video
DAY 17: Catalytic C–H Activation
DAY 18: GUEST – Industrial Applications of Olefin Metathesis (J. Phillips/A. Johns, Materia)
DAY 19: Wikipedia Page Presentations
DAY 20: GUEST – Application, Mechanism and Catalyst Activation in the Real World (M. Eastgate, BMS)
DAY 21: GUEST – Natural and Articifial Metalloenzymes (H. Renata, Scripps-FL)
DAY 22: Photoinduced Electron Transfer (PET) / Photoredox Catalysis
DAY 23: GUEST – Catalysis in Discovery Chemistry  (R. Patman, Pfizer)
DAY 24: Metal-Catalyzed Polymerization Reactions
DAY 24: FINAL EXAM

Wikipedia Project
The 2017 Organometallics class created 30 new Wikipedia pages on topics relevant to coordination chemistry, organometallics, and catalysis. Below are representative articles voted among the best by the class:
Activation of Cyclopropanes by Transition Metals
Mukaiyama Hydration
Spin Forbidden Reactions
Tsuji–Wilkinson Decarbonylation Reaction
Ugi’s Amine

PROBLEM SETS
03/28/2019 (Kang, T.) • ProblemsAnswers
02/14/2019 (Derosa, J.) • Problems Answers
01/31/2019 (Gurak, J.) • Problems  • Answers
01/17/2019 (Vasquez, A.) • Problems • Answers
12/13/18 (Karunananda, M.) • Problems • Answers
11/08/18 (Liu, M.) • Problems • Answers
11/01/18 (Romine, A.) • Problems • Answers
08/03/18 (Gao, Y.) • Problems • Answers
08/23/18 (Liu, Z.) • Problems • Answers
07/19/18 (Jankins, T.) • Problems • Answers
06/12/18 (Medina, J.) • Problems • Answers
05/05/18 (Derosa, J.) • Problems • Answers
03/26/18 (Gao, D.) • Problems • Answers
03/12/18 (Gurak, J.) • Problems • Answers
03/05/18 (Karunananda, M.) • Problems • Answers
02/22/18 (Romine, A.) • Problems • Answers
01/18/18 (Jankins, T.) • Problems • Answers
11/30/17 (Liu, Z.) • Problems • Answers
11/16/17 (Medina, J.) • ProblemsAnswers
10/26/17 (Derosa, J,) • Problems • Answers
09/28/17 (Gurak, J.) • Problems • Answers
09/20/2017 (Tran V.) • Problems • Answers
09/07/2017 (Gao, D.) • Problems • Answers
07/27/2017 (Matsuura, R.) • ProblemsAnswers
07/13/2017 (O’Duill, M.) • Problems • Answers
07/06/2017 (Liu, M.) • Problems • Answers
07/06/2017 (Liu, M.) • Problems • Answers
06/15/2017 (Liu, Z.) • Problems • Answers
05/11/2017 (Hill, D.) • Problems • Answers
05/11/2017 (Romine, A.) • Problems • Answers
04/27/2017 (Derosa, J.) • ProblemsAnswers
04/20/2017 (Nimmagadda, S.) • Problems • Answers
03/23/2017 (Gurak, J.) • Problems • Answers
03/16/2017 (Tran, V.) • Problems • Answers
02/16/2017 (Liu, Z.) • Problems • Answers
02/09/2017 (Matsuura, R.) • Problems • Answers
01/26/2017 (Liu, M.) •  Problems • Answers
01/19/2017 (Romine, A.) • Problems • Answers
09/22/2016 (O’Duill, M.) • Problems • Answers
09/02/2016 (Derosa, J.) • Problems • Answers
08/04/2016 (Yang, K.) • Problems • Answers
06/24/2016 (Liu, Z.) • ProblemsAnswers
05/19/2016 (O’Duill, M.) • Problems • Answers
04/21/2016 (Derosa, J.) • Problems • Answers
03/02/2016 (Yang, K.) • Problems • Answers
02/04/2016 (Liu, Z.) • Problems • Answers
01/21/2016 (Yang, K.) • Problems • Answers
01/07/2016 (Holcomb, M.) • Problems • Answers
11/05/2016 (Gurak, J.) • Problems • Answers

10/22/2015 (Yang, K.) • ProblemsAnswers
10/01/2015 (Liu, Z.) • ProblemsAnswers
09/17/2015 (Holcomb, M.) • ProblemsAnswers
08/27/2015 (Derosa, J.) • Problems  •  Answers
08/06/2015 (Gurak, J.) • Problems  •  Answers

TEAM CHALLENGES
08/15/2018 (Engle, K) • Bridged Arene Challenge
05/31/2018 (Engle, K) • PCSK9 Inhibitor Challenge (Pfizer)
03/22/2018 (Engle, K) • PPT-in-a-Bottle Challenge
10/19/2017 (Engle, K) • Exotic Hydrocarbon Challenge
08/17/2017 (Engle, K.) • ERK 1/2 Inhibitor Challenge (Genentech)
03/01/2017 (Engle, K.) • MR Antagonist Challenge (Eli Lilly)
07/21/2016 (Engle, K.) • ATM Inhibitor Challenge (AstraZeneca)
07/07/2016 (Engle, K.) • Organopalladium Mechanism Challenge
06/09/2016 (Engle, K.) • Bioorthogonal Chemistry Challenge
05/05/2016 (Engle, K.) • Phosphine Ligand Challenge
12/10/2015 (Engle, K.) • Gamma-Secretase Inhibitor Challenge (Merck)
11/19/2015 (Engle, K.) • CEPT Inhibitor Challenge (BMS)

LITERATURE REVIEWS
04/11/2019 (Derosa, J.) Proton-Coupled Electron Transfer
03/28/2019 (Romine, A.) Chemistry of Fragrance
03/21/2019 (Karunananda, M.) Water Oxidation
03/07/2019 (Jankins, T.) Career Review; Gregory Hillhouse
11/01/2018 (Matsuura, R.) Computer-Assisted Reaction Optimization
09/25/2018 (Liu, M.) Metal–Metal Bonds: Reactivity and Catalysis
08/18/2018 (Liu, Z.) Asymmetric Radical Reactions
08/18/2018 (Gao, Y.) Late-Transition-Metal-Catalyzed Olefin Polymerization
08/09/2018 (Gurak, J.) The Medicinal Chemist’s Repertoire
08/02/2018 (Tran, V.) Captodative Effect
07/28/2018 (Derosa, J.) Z-type Ligands
07/21/2018 (Romine, A.) Chemistry of Dyes
04/12/2018 (Jankins, T.) Metal Ligand Cooperation
03/10/2018 (Karunananda, M.) N2O Activation
02/28/2018 (Medina, J.) Phase Transfer Catalysis
08/31/2017 (Liu, M.) Iron-Catalysed Coupling Reactions
07/10/2017 (Matsuura, R.) Metal Organic Frameworks (MOFs)
06/29/2017 (Tran, V.) Frustrated Lewis Pairs (FLPs)
06/22/2017 (Romine, A.) A Chemical Exploration of Explosives
05/18/2017 (O’Duill, M.) Depolymerization of Perfluoroalkyl/Polyfluoroalkyl Substances
03/30/2017 (Gurak, J.) Sulfines
03/09/2017 (Derosa, J.) Oxorhenium Species in Catalysis
02/22/2017 (Liu, Z.) Nature Chemistry: Year-in-Review (2016)
08/19/2016 (Yang, K.) Synthetic Chemistry and Medicine
08/04/2016 (O’Duill, M.) Supramolecular Anion Sensing
04/21/2016 (Gurak, J.) Pincer Ligands
01/21/2016 (Derosa, J.) Ferrocene
01/07/2016 (Liu, Z.) Career-in-Review: Neil K. Garg

SAFETY MINUTE
04/04/2019 (Tran, V.) Vacuum
03/29/2019 (Lui, Z.) Gloves
03/06/2019 (Karunananda, M.) P2O5
02/28/2019 (Romine, A.) NMR Tubes
02/21/2019 (Derosa, J.) Raney Ni
02/14/2019 (Liu, Z.)  PCl3
02/07/2019 (Jankins, T.) COD
01/31/2019 (Gao, Y.) Silanes
01/24/2019 (Oxtoby, L.) Aprotic polar solvent selection guide
01/17/2019 (Kang, T.) Benzene
12/13/2018 (Romine, A.N2 Cold Trap
12/06/2018 (
Liu, M.Tin
10/22/2018 (
Jankins, T.) Metal Carbonyls
09/04/2018 (
Karunananda, M.CO2
08/23/2018 (
Gao, Y.)  NaK
07/20/2018 (
Gurak, J.)  BX3
06/14/2018 (
Karunananda, M.)  Base Baths
05/13/2018 (
Jankins, T.)  Dimethylmercury
04/19/2018 (
Romine, A.)  MSDS
04/13/2018 (
Liu, Z.DCM
03/19/2018 (
Medina, J.)  Mercury
03/12/2018 (
Gurak, J.)  TMAH/TMAOH
02/28/2018 (
Jankins, T.Phosgene
02/08/2018 (
Medina, J.Hexane
01/18/2018 (
Matsuura, R.)Peroxides
01/11/2018 (
VD Puyl, V.) Fume Hoods
11/16/2017 (
Tran, V.Diazomethane
11/09/2017 (
Gurak, J.Hydrofluoric Acid (HF)
10/26/2017 (
Liu, Z.High-Pressure Reactors
09/20/2017 (
Nimmagadda, S.Chemical Spills
09/14/2017 (
Liu, M.) Glovebox
09/07/2017 (
Matsuura, R.Fires
08/11/2017 (
Romine, A.) Inert Gases
08/03/2017 (
Gao, D.Lithium Aluminum Hydride
07/13/2017 (
Nimmagadda, S.Alkyl Lithiums
07/13/2017 (
Liu, Z.) Cyanide
07/06/2017 (
O’Duill, M.Safe Data Storage
06/22/2017 (
Gurak, J.) Metal Hydrides
06/15/2017 (
Derosa, J.) Aqua Regia