Synthesis of a molecular balance for evaluation of a cation-pi interaction

2015 Fiscal Year Final Research Report

• Project/Area Number: 25410037
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Organic chemistry
• Research Institution: Ochanomizu University
• Principal Investigator: YAMADA SHINJI お茶の水女子大学, 基幹研究院, 教授 (30183122)
• Project Period (FY): 2013-04-01 – 2016-03-31
• Keywords: 分子天秤 / カチオン－π相互作用 / π－π相互作用 / 溶媒効果 / 対アニオン

Outline of Final Research Achievements

A molecular seesaw balance 1-MeI has been developed to measure pyridinium－π interactions. This balance adopts two distinct conformers, A and B, which are stabilized by a cation－π interaction and a π－π interaction, respectively. The conformer ratio was determined on the basis of the averaged 3J coupling constants for H1－C－C－H2 and the corresponding boundary J values for conformers A and B. The effects of the solvent and the counteranion on the ΔG values were investigated using this molecular balance. Thermodynamic parameters obtained from a van’t Hoff plot helped us to better understand the solvent and counteranion effects.

Free Research Field

有機化学