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Organometallic Chemistry

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Organometallic Chemistry. CHEM 332, Spring 2009. Course Vector: [3-0-0:3] Lectures: ... Nobel -Prize Winners related to the area: ... – PowerPoint PPT presentation

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Title: Organometallic Chemistry


1
Organometallic Chemistry
  • CHEM 332, Spring 2009

Course Vector 3-0-03 Lectures Wednesday,
Friday, 1630-1750 RM 2464 Course
Instructor JIA Guochen office RM
4517 email chjiag ext. 7361 TA Kai
San Tse office RM 7139 email chsunny_at_
ust.hk ext. 7397
2
  • Course Evaluation
  • Assignments (2) 10
  • Midterm Exam 45
  • Final Exam 45

3
Introduction to the course
  • What is organometallic chemistry
  • Why organometallic chemistry
  • Course objectives and learning outcomes

4
What is organometallic chemistry?
Chemistry structures, bonding and properties of
molecules. Organometallic chemistry chemistry
of organometallic compounds. organometallic
compounds containing direct metal-carbon bonds.
e. g.
5
  • Some compounds do not contain metal-carbon bond,
    but they are usually included in the field of
    organometallic chemistry. They include
  • Metal hydride complexes, e.g.
  • Phosphine complexes, e.g.
  • N2-complexes, e.g.
  • Organosilicon and organoboron compounds, e.g.

6
Exercise. Which of the following compounds is an
organometallic compound?
  • In general, metals in organometallic compounds
    include
  • main group metals
  • transition metals
  • f-block metals. (e.g. Lanthanide Actinide)
  • In this course, transition metals are our main
    concern.

Lanthanide ???? actinide ??
7
A brief history of Organometallic Chemistry
1) Organometallic Chemistry has really been
around for millions of years a) Naturally
occurring Cobalimins contain CoC bonds b)
Vitamin B12
8
  • 2) Zeises Salt synthesized in 1827
    KPt(C2H4)Cl3 H2O
  • Confirmed to have H2CCH2 as a ligand in 1868
  • Structure not fully known until 1975
  • 3) Ni(CO)4 synthesized in 1890
  • 4) Grignard Reagents (XMgR) synthesized about
    1900
  • Accidentally produced while trying to make other
    compounds
  • Utility to Organic Synthesis recognized early on
  • 5) Ferrocene synthesized in 1951
  • a) Modern Organometallic Chemistry begins with
    this discovery
  • b)Many new ligands and reactions produced ever
    since

9
Common organometallic ligands
10
Why organometallic chemistry ?
a). From practical point of view OMC
are useful for chemical synthesis, especially
catalytic processes, e.g. gt In production of
fine chemicals gt In production of chemicals in
large-scale gt reactions could not be achieved
traditionally
11
Organometallic chemistry is related to
material sciences. e.g. Organometallic
Polymers
Small organometallic compounds Precursors to
films for coating (MOCVD) (h3-C3H5)2Pd -----gt
Pd film CH3C?C-Au-C?NMe -----gt Au
film Lumminescent materials
12
  • Biological Science. Organometallic chemistry
    may help us to understand some enzyme-catalyzed
    reactions.

e.g. B12 catalyzed reactions.
13
b). From academic point of view
Organometallic compounds display many unexpected
behaviors ------gt discover new
chemistry New structures e.g.
New reactions, reagents, catalysts,
e.g. Ziegler-Natta catalyst, Wilkinson
catalyst Reppe reaction, Schwartz's
reagent Sharpless epoxidation, Tebbe's
reagents ..
14
Nobel -Prize Winners related to the
area -Victor Grignard and Paul Sabatier (1912)
on Grignard reagent -K. Ziegler, G. Natta (1963)
on Zieglar-Natta catalyst -E. O. Fisher, G.
Wilkinson (1973) on sandwich compounds -K. B.
Sharpless, R. Noyori (2001) on hydrogenation and
oxidation -Yves Chauvin, Robert H. Grubbs,
Richard R. Schrock (2005) on metal-catalyzed
alkene metathesis.
15
Course objectives
To describe the synthesis and general properties
of organometallic compounds. To describe
fundamental organometallic reactions. To
describe catalytic reactions involving
organometallic compounds with a emphasis on
mechanistic understanding.
Learning outcomes
On completion of this unit, you should be able
to/have
  • To recognize organometallic ligands and
    compounds.
  • To devise synthetic route to common
    organometallic compounds.
  • Knowledge of fundamental organometallic
    reactions.
  • Knowledge of a variety of organometallic based
    catalytic reactions, including a mechanistic
    understanding and ability to propose catalytic
    cycles for such reactions

16
Course Outline
  • General properties of organometallic complexes
  • Complexes with metal-carbon s bond
  • Metal alkyls, aryl, hydride and related
    s-bonded ligands
  • 3. Carbonyls, phosphine complexes and
    substitution reactions
  • 4. Complexes of p-ligands
  • 5. Oxidative addition and reductive elimination
  • 6. Insertion and elimination
  • 7. Nucleophilic and electrophilic addition and
    abstraction
  • 8. Carbene and carbyne complexes
  • 9. Homogeneous catalysis
  • 10. Special topics and review

17
References
  • 1) Major Reference
  • The Organometallic Chemistry of the Transition
    Metals, Robert H. Crabtree, John Wiley Sons
    New York, 3rd Edition, 2001.
  • 2) Other References
  • Organometallic Chemistry, G. O. Spessard, G. L.
    G. L. Miessler, Prentice-Hall New Jersey, 1997.
  • Advanced Inorganic Chemistry, F. A. Cotton, G.
    Wilkinson, C. A. Murillo, M. Bochmann, John Wiley
    Sons, 6th ed. 1999.
  • Organotransition Metal Chemistry, Akio Yamamoto,
    John Wiley Sons New York, 1986.
  • Concepts and Models of Inorganic Chemistry, B.
    Douglas, D. MacDaniel, J. Alexander, John Wiley
    Sons New York, 3rd ed. 1993.
  • G. L. Miessler, D. A. Tarr Inorganic Chemistry,
    G. L. Miessler, D. A. Tarr, Prentice Hall
    Englewood Cliffs, 1991.
  • Any other books on Organometallic Chemistry

http//www-chem.ust.hk/c_notes/chem332/index.html
Lecture notes
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