Preparation of a Nylon-11 Precursor from Renewable Canola Oil

Dedicated to Professor David Cole-Hamilton on the occasion of his retirement and for his outstanding contribution to transition-metal catalysis

Abstract

We report a multi-catalytic sequence to a valuable nylon-11 precursor, methyl 11-aminoundecanoate, which is prepared by a ruthenium-catalysed cross-metathesis and a highly regioselective palladium-catalysed amination–hydrogenation reaction, from canola oil, a renewable, natural vegetable oil feedstock.

Key words

metathesis - hydrogenation - amination - catalysis - polymers - nylon-11 - canola - renewable

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