ERIC Number: EJ1184674
Record Type: Journal
Publication Date: 2018-Jul
Pages: 5
Abstractor: As Provided
ISBN: N/A
ISSN: ISSN-0021-9584
EISSN: N/A
A Simple Method for the Visualization of Chair and Twist-Boat Transition States in Torsionally Controlled Addition Reactions
Niederer, Kyle A.; Fodor, Matthew D.; Catino, Arthur J.
Journal of Chemical Education, v95 n7 p1230-1234 Jul 2018
Torsional effects influence kinetic selectivity in a wide range of organic transformations. As such, textbooks commonly use Newman projections to illustrate the torsional effects that arise in their transition states. Unfortunately, these representations fall short when the reaction occurs "within a ring." In many cases, the torsional preferences of the ring and the stereoelectronic (orbital) requirements of the reaction can lead to either a chair or twist-boat transition state. The aim of this communication is to shed light on these effects and to describe a new method to draw and visualize the associated chair and twist-boat transition state structures.
Descriptors: Chemistry, Science Instruction, Visualization, College Science, Scientific Concepts, Energy, Molecular Structure
Division of Chemical Education, Inc and ACS Publications Division of the American Chemical Society. 1155 Sixteenth Street NW, Washington, DC 20036. Tel: 800-227-5558; Tel: 202-872-4600; e-mail: eic@jce.acs.org; Web site: http://pubs.acs.org/jchemeduc
Publication Type: Journal Articles; Reports - Descriptive
Education Level: Higher Education
Audience: N/A
Language: English
Sponsor: N/A
Authoring Institution: N/A
Identifiers - Location: Pennsylvania
Grant or Contract Numbers: N/A