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This is Prof. Hans Reich's collection of various topics on Organometallic Chemistry. Most of this content originated from his Chem 842 Course at the University of Wisconsin - Madison. Please choose a specific topic on the side menu for more detailed info.
Below is a general outline:
- Organometallic Chemistry - Introduction
- Organolithium Chemistry
- Methods for preparing organolithium reagents
- Li/H exchange, C-H acidities, kinetic and thermodynamic control, chelation
- Reduction of halides (Cl, Br, I) and sulfides (PhS) using Li or Li+ArH-
- Li/M exchange (M = Br, I, Sn, Hg, Se, Te)
- Shapiro reaction - tosylhydrazones and lithium reagents
- Addition of RLi to multiple bonds (C=O, C=C, CC)
- Structure and dynamics in solid and solution
- Aggregation - reactivity effects of donors
- structural effect on reactivity - delocalization, ion pair structure
- Stereochemistry of organolithium reagents
- Synthetic applications of organolithium reagents
- Organocopper and Organozinc Chemistry
- Organocopper Chemistry
- Organozinc Chemistry
- Asymmetric synthesis using Zn and Cu reagents
- Organotin and Organosilicon Chemistry
- Comparison of C, Si, Ge and Sn
- Preparation of organosilicon compounds and reagents
- Electrophilic and nucleophilic cleavage of C-Si bonds (Peterson, Brook)
- Preparation and uses of tin reagents (R3SnH, R3SnLi, R3SnSnR3, etc)
- Formation of C-Sn bonds
- Electrophilic, nucleophilic and radical substitution of C-Sn bonds, stereochemistry
- Organoboron, Organoaluminum
- Preparation of organoboranes
- Typical reactions of organoboranes
- Organoaluminum chemistry
- Organoindium chemistry
- Organosulfur and Organoselenium Chemistry
- Comparison of S/Se/Te
- Selenium reagents (PhSeX, PhSeSePh, PhSeM, etc)
- Selenoxide elimination
- Selenium electrophiles
- -Lithio sulfides and selenides
- Phosphorus, Arsenic, Antimony, Bismuth
- General features
- The Wittig, Horner and related reactions
- The Halogens, and Others