Synthesis and Function of Photo-responsive pai-Single Bonded Species

2016 Fiscal Year Final Research Report

• Project Area: Stimuli-responsive Chemical Species for the Creation of Functional Molecules
• Project/Area Number: 24109008
• Research Category: Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)
• Allocation Type: Single-year Grants
• Review Section: Science and Engineering
• Research Institution: Hiroshima University
• Principal Investigator: ABE Manabu 広島大学, 理学研究科, 教授 (30273577)
• Co-Investigator(Kenkyū-buntansha): 古川 貢 新潟大学, 研究推進機構, 准教授 (90342633)
• Project Period (FY): 2012-06-28 – 2017-03-31
• Keywords: π単結合 / 光感応性 / 一重項ジラジカル

Outline of Final Research Achievements

Transient and low-temperature absorption spectroscopic analyses revealed that two different singlet diradicals, namely, the envelope-like diradical (λmax ~450 nm) and the planar diradicals (λmax ~570 nm), intervened in the photodenitrogenation reaction. The envelope-like diradical produced the retention product while the planar diradical selectively afforded the inverted one.
In this study, a thermal equilibrium between a singlet 1,2-diazacyclopentane-3,5-diyl diradical with π-single bonding nature and the corresponding σ-bonded compound was directly observed. The π-single bonded species was more stable in enthalpy than the σ-bonded compound. The solvent effect clarified key feature, such as the zwitterionic character of the π-single bonded species.

Free Research Field

基礎有機化学