Matrix isolation and photorearrangement of cis- and trans-1,2-ethenediol to glycolaldehyde

Abstract

1,2-Ethenediols are deemed key intermediates in prebiotic and interstellar syntheses of carbohydrates. Here we present the gas-phase synthesis of these enediols, the high-energy tautomers of glycolaldehyde, trapped in cryogenic argon matrices. Importantly, upon photolysis at λ = 180–254 nm, the enols rearrange to the simplest sugar glycolaldehyde.