Module: Advanced Topics in Organic Chemistry

Module Specifications.

Current Academic Year 2024 - 2025

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Date posted: September 2024

Module Title	Advanced Topics in Organic Chemistry
Module Code	CS405 (ITS) / CHM1037 (Banner)
Faculty	Science & Health	School	Chemical Sciences
Module Co-ordinator	Hasim Ibrahim
Module Teachers	Emma Coyle, Kieran Nolan
NFQ level	8	Credit Rating	5
Pre-requisite	Not Available
Co-requisite	Not Available
Compatibles	Not Available
Incompatibles	Not Available

Repeat examination

Description

The entire module aims to introduce the student to the physical and mechanistic detail of modern chemistry. Particular emphasis is placed on orbital interaction and three dimensional awareness. Stereoselective catalytic methods illustrate the concepts introduced.

Learning Outcomes

1. Complete understanding of how reactions are highly dependent on electronic and steric factors.
2. To conceive basic synthetic pathways for simple molecules, both achiral and chiral
3. To appreciate the benefits of catalytic asymmetric methods
4. Determine and describe the steps of a catalytic cycle and enantioinduction.

*Type*	*Hours*	*Description*
Workload	Full-time hours per semester
Lecture	30	No Description
Directed learning	20	No Description
Independent Study	75	No Description
Total Workload: 125

All module information is indicative and subject to change. For further information,students are advised to refer to the University's Marks and Standards and Programme Specific Regulations at: http://www.dcu.ie/registry/examinations/index.shtml

Indicative Content and Learning Activities

Catalytic Asymmetric synthesis
Introduction: Background, methods, definitions of stereoselective terms, measures of stereoselectivity. Part A: Catalytic asymmetric hydrogenation, hydrosilylation, carbometallations, oxidation (epoxidation and dihydroxylation), Part B: Catalytic asymmetric C-C bond forming reactions (Aldol, Michael, Mannich, Henry, Friedel-Crafts, Allylic alkylation, Cross-coupling and Heck)

Pericylic reactions
Electrocyclic reactions, conservation of orbital symmetry, con rotation and dis rotation, orbital correlation diagrams, frontier orbited approach, aromatic transition state approach, cyclo addition reactions, suprafacial and antarafacial approach, regio selectivity, 1, 3-dipolar cyclo additions, sigmatropic rearrangements. Asymmetric cycloaddition reactions

Retrosynthetic Analysis
Definitions, 1-group C-X, 2 group C-X and non-obvious disconnection's, organosilicons, organoseleniums, organoborons, organolithiums and organocuprates. Oxidation and reduction.

Assessment Breakdown
Continuous Assessment	20%	Examination Weight	80%

Type	Description	% of total	Assessment Date
Course Work Breakdown
Assignment	n/a	20%	n/a

Reassessment Requirement Type
Resit arrangements are explained by the following categories: Resit category 1: A resit is available for both* components of the module. Resit category 2: No resit is available for a 100% continuous assessment module. Resit category 3: No resit is available for the continuous assessment component where there is a continuous assessment and examination element.
* ‘Both’ is used in the context of the module having a Continuous Assessment/Examination split; where the module is 100% continuous assessment, there will also be a resit of the assessment
This module is category 3

Indicative Reading List

Wiley: 0, Essential: N.S. Isaac (2nd ed) Physical Organic Chemistry, Wiley, P. Sykes. A Guide book to Mechanism in Organic Chemistry.S.W. Warren, Designing Organic Synthesis (Wiley), R.A. Aitken and S.N. Kilney, Asymmetric Synthesis.Supplementary:H. Maskill, The Ph,
Jonathan Clayden, Nick Greeves, Stuart Warren: 2012, Organic Chemistry, 2, Oxford University Press, 0199270295
Francis A. Carey, Richard J. Sundberg: 2007, Advanced Organic Chemistry, 5, Springer Science & Business Media, 0387448977
Francis A. Carey, Richard J. Sundberg: 2007, Advanced Organic Chemistry, 5, Springer Science & Business Media, 038768350X

Other Resources

None