Assignment of oxime and hydrazone configuration using H- N and C- N coupling measurements at natural abundance.

Measurement of H- N and C- N coupling constants at natural abundance is demonstrated to be a reliable and generic method to determine the configuration of oximes, hydrazines, and related systems. Data on H- N and C- N coupling constants on a variety of systems obtained at natural abundance confirm the geometric dependence of the measured H- N and C- N coupling constants. In addition, we summarize a simple "decision-tree" for determining configuration based on practical considerations of sample quantity, solubility, and complexity. Copyright © 2016 John Wiley & Sons, Ltd.