ol7b02361_si_001.pdf (6.83 MB)
Download fileTwo-Step, One-Pot Synthesis of Visible-Light-Responsive 6‑Azopurines
journal contribution
posted on 2017-09-08, 20:43 authored by Dušan Kolarski, Wiktor Szymanski, Ben L. FeringaThe
first general two-step, one-pot synthetic route to 6-azopurines
is presented. Microwave-assisted nucleophilic aromatic substitution
of protected 6-chloropurines with hydrazines or hydrazides, followed
by metal-free oxidation with oxygen, gives 6-azopurines in high to
excellent yields. Photophysical studies revealed intensive n−π*
absorption band that makes trans-to-cis photoswitching possible using visible light (λ = 530 nm).