Creation of antiaromatic compounds by controlling the HOMO-LUMO energy gap

Research Project

Project/Area Number	26620037
Research Category	Grant-in-Aid for Challenging Exploratory Research
Allocation Type	Multi-year Fund
Research Field	Organic chemistry
Research Institution	Institute of Physical and Chemical Research
Principal Investigator	Muranaka Atsuya 国立研究開発法人理化学研究所, 内山元素化学研究室, 専任研究員 (20374902)
Project Period (FY)	2014-04-01 – 2016-03-31
Project Status	Completed (Fiscal Year 2015)
Budget Amount *help	¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000) Fiscal Year 2015: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000) Fiscal Year 2014: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Keywords	反芳香族性
Outline of Final Research Achievements	Cyclic planar compounds with a 4nπ-electron system generally exhibit anti-aromaticity and paratropic ring current effects in their NMR spectra. Although 20π-electron hemiporphyrazines adopt a planar structure, their paratropic ring current effects are weak. In this study, antiaromatic hemiporphyrazines with strong paratropic ring current effects have been synthesized by controlling the HOMO-LUMO energy gap. A combined experimental and computational investigation revealed that there is a linear relationship between the magnitude of ring current effects and the reciprocal of the HOMO-LUMO energy gap.

Report

(3 results)