Abstract

The characteristic NMR and vibrational spectroscopic properties of 1-methylene-2-vinylcyclopropane 1 and some of its derivatives are described and discussed. The exocyclic CC stretching vibration is consistently found at 1745 cm−1. The 1H NMR spectra show coupling patterns among the methylene and ring protons that are essentially independent of the substituents. The coupling constant between H-2 and the α-proton of the substituent depends on the conformation. 13C chemical shifts and coupling constants are readily interpreted using common substituent effect rules. MNDO calculations provide proton-proton distances and bond orders which are used to interpret proton relaxation rates and proton-proton coupling constants.

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