Introduction to Stereochemistry

CHEMISTRY STUDENT GUIDES. GUIDED BY STUDENTS
Why did the drug thalidomide cause birth defects? What is the chemical difference between sucrose and lactose in your food? Stereochemistry holds the answer and is essential to the understanding of the chemistry of life.

Stereochemistry is an important concept that often causes confusion amongst students when they learn it for the first time. Unlike most other areas of chemistry, it requires the chemist to visualise molecules in 3D, which can be difficult. In this book we deal with tricky concepts like conformation and configuration, how to represent them accurately and how to use the correct terms to describe them in both organic and inorganic chemistry. We involved students in the writing process to ensure we deal with areas that you find difficult, in an understandable language. With problems designed to focus on common errors and misconceptions, real life examples, and practical hands-on exercises coupled with visualisation tips, our intention is to give you the tools to become confident in stererochemistry.

Complementing mainstream organic textbooks, or self-study, this book is for anyone who has struggled with describing alkenes as E or Z, assigning R and S absolute configurations, drawing Newman projections or chair representations of cyclohexanes, axial chirality, understanding the stereochemistry of octahedral metal complexes and indeed explaining complexities observed in NMR spectra.

Chemistry Student Guides are written with current students involved at every stage, guiding the books towards the most challenging aspects of the topic. Student co-authors for Introduction to Stereochemistry are Caroline Akamune, Michael Lloyd and Matthew Taylor.

Andrew Clark is a Professor in Chemistry and the University Academic Director responsible for all Undergraduate programmes at the University of Warwick.

Russ Kitson is Associate Professor in Chemistry at the University of Warwick. Russ research centres around organic chemistry and chemical education with a focus on inclusive practice, laboratory learning, active learning, authentic learning, game-based learning and employability.

Nimesh Mistry is a Senior Teaching Fellow at the University of Leeds. Nimeshs research interests are in chemistry education with a focus on laboratory education, organic chemistry education and authentic research experiences.

Paul Taylor is currently Professor of Chemical Education at the University of Leeds, where he is also Pro-Dean for Student Education in the Faculty of Engineering and Physical Sciences.

Mike Lloyd is a PhD student at Imperial College London, specialising in single-molecule chemistry for the study of neurodegenerative disease. He graduated from the University of Leeds with an MChem in Medicinal Chemistry in 2018, which included a summer internship with Dr Nimesh Mistry.

Matthew Taylor is a third-year chemistry with medicinal chemistry student at the University of Warwick. His research interests lie in synthetic organic chemistry and finding intuitive and creative ways of communicating the subject.

Caroline Akamune is a third year Undergraduate student in Chemistry at the University of Warwick. Following a summer research project with Dr Manuela Tosin she has developed a keen interest in synthetic organic chemistry and chemical biology.

Stereochemistry; Alkenes; Stereogenic Centres, Enantiomers and Diastereoisomers; Conformation of Acyclic Compounds; Conformation of cyclic compounds; Chiral Molecules without a Stereogenic Atom; Stereochemistry of inorganic molecules