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■ Nitrogen Nuclear Magnetic Resonance Spectroscopy of Pyridinium Dicyanomethylids

Kiyoshi Matsumoto,* Takane Uchida, Yukio Ikemi, Hideo Fujita, Kuniyo Aoyama, and Momoyo Asahi

*Graduate School of Human and Environmental Studies, Kyoto University, Yoshida-Nihonmatsu-cho, Sakyo-ku, Kyoto 606-8501, Japan

Abstract

The ¹⁴N and ¹⁵N chemical shifts of ylidic nitrogen of substituted pyridinium dicyanomethylids and related compounds have been measured. A linear correlation is obtained between the ¹³C-SCS and the ¹⁵N-SCS of the 4-substituted pyridinium dicyanomethylids. A comparison and/or correlation is made of these values with those of the related molecules such as pyridines and pyridine N-oxides and also by using several different scales of substituent parameters such as σ*, (σ_I, σ_R°), and (i, σ_R⁺, σ_R^-).