Chemistry enhanced podcasts, Imperial College London.: Recent Episodes
Henry Rzepa (Editor) + other members of the chemistry department
Audio and video podcasts from undergraduate lecture courses given in the Chemistry Department. The audio materials are annotated as "enhanced" Podcasts with full lecture notes, handouts, and linked to rotatable/and or animated 3D models (of molecules, their vibrations, and their molecular orbitals. Requires Java) and to much original literature.
Transition state modelling; reaction coordinates and aromatic electrophilic substitution. Pyridine, concerted vs Wheland intermediates. The Diels Alder reaction in a cavity.
The analysis of wave functions, including molecular orbitals, electrostatic potentials, QTAIM critical points, and the NCI method.
Overview of quantum mechanical methods, the Hamiltonian, the best set and extrapolative methods.
The mechanics force field, how it is used to optimize molecular geometries, and a case study.
General aspects of molecular modelling, including scales, coordinates, properties and reactivity.
Historical background to conformational analysis, and Barton's contributions. The stereo electronic theory of conformational analysis.
Hiostorical preamble, characteristic properties and examples of the major types of pericyclic reactions
Examples of sigma tropic reactions, illustrating the equivalence between inversion and antarafacial modes.
The theory of orbital symmetry, with selection rules derived from transition state aromaticity
Cyclo-octane, trans cyclo-octene, how to resolve it into configurational isomers, and atropisomerism in caryophyllene. Restricted rotation in biphenyls.
Analysis of cyclopropane, cyclobutane, cyclopentane and cyclohexane, including ring-locking with large groups and anti-periplanar relationships of substituents.
Conformational analysis of alkyl substituted alkenes, aldehydes, ketones, esters and amides.
The conformations of alkanes, including butane, from the perspective of the three controlling influences in conformations.
Case study 8, enol borinates in sterespecific C-C bond formation. The asymmetric Strecker reaction.
Case study 2 revisited: NBO orbitals. Case study 1 revisited: why DNA has the helicity it has
Relative stability of carbonium ions, the dimerisation of the Pirkle reagent, the Diels-alder reaction inside a cavity, molecular tennis balls
Examples of sigmatropic rearrangements, including [1,5] hydrogen shifts and [3,3] Cope.
Examples of cycloaddition reations, with two synoptic reactions illustrating both electrocyclic and cycloaddition reactions
A succinct summary of the pericyclic selection rules and examples of electrocyclic reactions
Properties searches using Reaxys (Beilstein) and spectral searches. 2D Structure searches using ChemSpider.
A demonstration of the use of Office 2007/EndNote X4 and Mendeley. Use of Web-of-Science for bibliographic searches.
The conformation of cyclohexane and substituted cyclohexanes, including conformational locking. Trans-decalines, and anti-periplanar relationships, leading to steroids
The conformation of amides, cyclopropane, cyclubutanes, cyclopentanes and cyclohexanes.
The Gauche effect and its origins, dealing with heterosubstituted alkanes, alkenes, aldehydes, ketones and esters
A lecture covering the early history of and definitions in coformational analysis and introduction of the basic theoretical underpinnings of the topic.
The conversation of orbital symmetry and the aromaticity of pericyclic transition states
Introduction to pericyclic reactions, with examples of four principle categories, electrocyclic, cycloaddition, sigmatropic and end.
Molecular visualisation, including three case studies on herbicide hydrolysis, the Pirkle reagent and Nanobiotics.
A summary of various aspects of molecular modelling, including molecular scales, molecular coordinates, visualisation, structure analysis, structure and property prediction, and reactivity and potential energy surfaces.
A lecture covering Safety information, and property searches (13C, 1HN, IR, MS) and searches based on converting drawn chemical structures to SMILES strings.
A demonstration of the WOS bibliographic search, including export to EnNote, setting up a style and use with Word 2007.
A summary of how computers organise files, and how chemical journals arose and can be accessed from virtual libraries.
A short demonstration of the email and IT facilities at Imperial College, including access to course notes and other materials on the Blackboard VLE.
The historical development of the discovery of aromatic molecules and their unique properties
Examples of an electrocyclic + cycloaddition pericyclic cascade, and examples of sigmatropic migrations.
Examples of cycloaddition reactions illustrating both supra and antarafacial modes and endo/exo isomerism.
Statement of the four main pericyclic selection rules in terms of transition state aromaticity. Examples of electrocyclic reactions.
Introduction to the theories of conservation of (molecular) orbital symmetry with orbital correlationi diagrams, and derivation of selection rules. Huckel and Mobius transition state aromaticities.
Pericyclic reactions, historical survey, definition and general properties, and examples of electrocyclic, cycloaddition, sigmatropic, ene and other types of pericyclic.
Organic Chemistry Lecture 3 in Stereochemistry. Hybridisation, stereogenic centres and enantiomers. January 2008. Contact Dr Alan Spivey - a.c.spivey@imperial.ac.uk
Organic Chemistry Lecture 2 in Stereochemistry. Hybridisation, stereogenic centres and enantiomers. January 2008. Contact Dr Alan Spivey - a.c.spivey@imperial.ac.uk
Advanced reaction mechanisms; the Ziegler-Natta catalyst and the Strecker asymmetric amino acid synthesis.
Modelling the relative and absolute stereochemistry involving C-C bond formation; the enol borinate system. The Ziegler-Natta Catalyst elaborated.
The non-classical norbornyl cation, the transition state model for nitration of pyridine. Case study 6 revisited; the transition state for the Diels Alder reaction both inside and outside a cavity.
Introduction to modelling with Molecular orbital theories; hierarchy of Hamiltonians and Basis sets used for such calculations. The origins of aromatic substitution by Henry Armstrong. Introduction to aromatic electrophilic nitration, using pyridine and pyridine-N-oxide as substrates.
Analysis of two case studies in molecular mechanics, the first involving the use of a chiral template to transfer chirality during the reaction between benzylamine and an ester to form an amide, and the second dealing with how a Diels Alder reaction is catalysed by occurring inside a cavitiy, or molecular anvil.
Completion of the basics of molecular mechanics by introducing the electrostatic term, and the various difficulties associated with it. Introducing the technique of geometry optimisation by expanding the energy function as a Taylor series, and derivation of the Newtoh-Raphson formula, and approximations such as the steepest descent and variable metric methods.
Update to the history of molecular modelling and visualization. Examples of nanobiotics, and Hydrogen storage materials, introduction to molecular mechanics, including the early days and the modern form of a force field.
Introduction to molecular modelling, including the historical aspects and the various categories which fall under the term.
Sigmatropic rearrangements, including hydrogen shifts and carbon shifts, the latter with retention or inversion of configuration at the migrating centre.
An overview of cycloaddition and elimination reactions, including examples of the Diels Alder reaction.
Mobius aromatic systems, with one (and most recently) two antarafacial modes as models for pericyclic reactions. Worked examples of electrocyclic reactions, including application of selection rules.
Orbital symmetry, and orbital correlation diagrams for pericyclic reactions. Mapping the orbital pattern of pericyclic transition states to aromatic species, including Benzene and Mobius transition state aromaticity
Organic Pericyclic reactions, covering their historical origins, definitions of the characteristic aspects of such reactions, a summary of the basic categories of pericyclic reaction, a section covering the theory and mechanism, and three lectures giving worked examples of electrocyclic, cycloaddition/elimination and sigmatropic reactions.