CHEM40422 - Molecular Interactions & Analysis in Organic Chemistry


Year: 4 - Semester: 2 - Credit Rating: 10

Aims

The course unit aims to:

  • Provide an understanding of supramolecular chemistry, its importance in chemistry and biology, and describe some applications in modern chemical research.
  • Introduce some advanced techniques of high-field NMR spectroscopy, with emphasis on their applications in solving structural problems.
  • Introduction to organic self-assembled monolayers and its application in surface chemistry, together with the analytical methods employed in surface chemistry for their characterisation.
  • Provide an understanding of electron transfer, its importance in chemistry and biology, and its application in synthetic organic chemistry.

Brief Description

Supramolecular Chemistry (SJ Webb, 8 lectures)

  • Types of supramolecular interactions
  • Quantifying supramolecular interactions
  • Applications of supramolecular chemistry

Applied NMR Spectroscopy (TW Wallace, 4 lectures)

  • Data acquisition, processing and analysis
  • Homo- and heteronuclear coupling in 1H and 13C NMR spectra
  • Through-bond and through-space chemical shift correlation
  • Applications of 2D-NMR spectra (COSY, HMQC, NOESY, etc.)

Surface Chemistry (LS Wong, 4 lectures)

  • Structure and properties of gold-alkylthiolate self-assembled monolayers
  • Structure and properties of alkylsiloxane self-assembled monolayers
  • Surface analysis of self-assembled monolayers
  • Nanolithography of self-assembled monolayers

Electron transfer in organic chemistry (DJ Procter, 8 lectures)

  • Principles of electron transfer
  • Techniques for the study of electron transfer
  • Synthesis using organic and metallic electron transfer reagents

Learning Outcomes

  • Knowledge and understanding

Students should be able to:

  • Understand supramolecular interactions and their importance in chemical and biological systems.
  • Understand the fundamental role of NMR spectroscopy in structural organic chemistry and appreciate the range of information that can be acquired from the routine 1-D and 2-D NMR experiments.
  • Understand the basic structure, physical characteristics and chemical reactivity of organic self-assembled monolayers on surfaces. Understand how surface analysis methods can be employed for the analysis of self-assembled monolayers.
  • Understand electron transfer and its importance in chemical and biological systems and in synthesis.

Intellectual skills

Students should be able to:

  • Describe and quantify supramolecular interactions.
  • Apply their knowledge to the acquisition and analysis of NMR spectra for the determination of molecular structure, stereochemistry and dynamics.
  • Describe the structure and physicochemical properties of organic self-assembled monolayers.
  • Apply their knowledge of surface analysis to measure the properties of organic self-assembled monolayers.
  • Design analytical strategies for MS analyses based on the properties of the intended analyte.
  • Apply their knowledge to study and exploit electron transfer processes.

Transferable skills and personal qualities

Students will be able to:

  • Participate in related research projects and discussions with researchers in the field.

Teaching & Learning Process (Hours Allocated To)

Lectures Tutorials/Example Classes Practical Work/Laboratory Private Study Total
24 76 100

Assessment and Feedback

Feedback

Students are expected to work through and submit for feedback written answers to problems issued during the lectures (and available on Blackboard). These answers will be returned after marking and discussion and model answers placed on BlackBoard.

Assessment

Written examination in May/June (100%)

Further Reading

Recommended Reading

  • Organic Chemistry J Clayden, N Greeves, S Warren and P Wothers (Oxford University Press, 2001) ISBN 0198503466
  • Supramolecular Chemistry J W Steed and J L Atwood (Wiley, 2000) ISBN 0471987918
  • Supramolecular Chemistry F Vgtle (Wiley, 1991) ISBN 047192802X
  • Nuclear Magnetic Resonance (Oxford Chemistry Primer, no. 32) P J Hore (Oxford University Press, 1995) ISBN 9780198556824
  • Basic One-and Two-Dimensional NMR Spectroscopy (4th edition) H Friebolin (Wiley-VCH, 2005) ISBN 3527312331
  • Surface analysis : the principal techniques (2nd edition); JC Vickerman, IS Gilmore (editors); 2nd edition (Wiley, 2009) ISBN 978-0470017647
  • Formation and Structure of Self-Assembled Monolayers. A. Ulman, Chem. Rev. 1996, 96, 1533-1554. DOI: 10.1021/cr9502357
  • Self-Assembled Monolayers of Thiolates on Metals as a Form of Nanotechnology. J. C. Love, L. A. Estroff, J. K. Kriebel, R. G. Nuzzo, G. M. Whitesides, Chem. Rev. 2005, 105, 1103-1170. DOI: 10.1021/cr0300789
  • New Approaches to Nanofabrication: Molding, Printing, and Other Techniques. B. D. Gates, Q. Xu, M. Stewart, D. Ryan, C. G. Willson, G. M. Whitesides, Chem. Rev. 2005, 105, 1171-1196. DOI: 10.1021/cr030076o
  • Organic synthesis in two dimensions. T. P. Sullivan, W. T. S. Huck, Eur. J. Org. Chem. 2003, 17-29. DOI: 10.1002/1099-0690(200301)2003:1<17::AID-EJOC17>3.0.CO;2-H
  • Organic Synthesis using Samarium Diiodide: A practical guide, D J Procter, R A Flowers, T Skrydstrup, (RSC Publishing, 2009), ISBN 978-1-84755-110-8

Staff Involved

Dr Timothy Wallace - Lecturer

Dr Simon Webb - Convenor

Prof David Procter - Lecturer

Dr Lu Shin Wong - Lecturer

Data source is EPS system
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