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URI Chemistry Department

LFER Correlation of ¹³C Chemical Shift in Para-Substituted Phenyl Isocyanide: Implications for the Formation of a Unique Polymer

Misoo Kim, William B. Euler*, and William Rosen*, J. Org. Chem., 1997, 62, 3766-3769.

Abstract

The correlation of Hammett constants to the ¹³C chemical shifts of the isocyano carbon in p-substituted phenylisocyanide examples has been studied. An excellent correlation was found with one exception: p-hydroxyphenylisocyanide. This result implied that this exception has hydrogen bonding between the para-OH group and the isocyano group, which leads to an uncatalyzed polymerization with formation of a unique type of polymer, poly(iminoformate ester).