Evaluation of the effects involved in the relation between 2JCH coupling constant and relative stereochemistry

• Grant number: 18/17818-0
• Support Opportunities: Scholarships in Brazil - Master
• Effective date (Start): March 01, 2019
• Effective date (End): April 30, 2021
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Claudio Francisco Tormena
• Grantee: Bruna Rogério de Abreu
• Host Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil
• Associated research grant: 15/08541-6 - Nuclear magnetic resonance spectroscopy: beyond molecular structure assignment, AP.TEM

Abstract

This proposal intents to evaluate the stereoelectronic effect responsible for the experimental variation around 20 Hz observed for 2JCH coupling constants in some substituted ethenes. To achieve this aim, the signs and magnitudes of 2JCH coupling for several mono- di- and tri-substituted ethenes derivatives will be experimentally measured and theoretically calculated through ab initio SOPPA(CCSD) and DFT approaches. The 2JCH couplings will be decomposed in term of Natural Localized Molecular Orbital (NLMO) through NBO analysis at the DFT level to determine the stereoelectronic effects governing the behavior observed for 2JCH couplings. When 2JCH variation observed experimentally will be properly understood, 2JCH coupling will be incorporated in some Computer Assisted Structure Elucidation (CASE) software’s to support users as a tool for automatic structure and stereochemistry assignment for organic molecules. (AU)

Academic Publications

(References retrieved automatically from State of São Paulo Research Institutions)

ABREU, Bruna Rogério de. The relationship between 2J(CH) coupling and relative stereochemistry. 2021. Master's Dissertation - Universidade Estadual de Campinas (UNICAMP). Instituto de Química Campinas, SP.