American Chemical Society
ol8b04099_si_001.pdf (2.22 MB)

Stoichiometric Nitroxyl Photorelease Using the (6-Hydroxy-2-naphthalenyl)methyl Phototrigger

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journal contribution
posted on 2019-01-29, 15:16 authored by Yang Zhou, Ruth B. Cink, Alexander J. Seed, M. Cather Simpson, Paul Sampson, Nicola E. Brasch
The design and synthesis of a photoactivatable HNO donor incorporating the (6-hydroxynaphthalen-2-yl)­methyl (6,2-HNM) photocage coupled to the trifluoromethanesulfonamidoxy analogue of the well-established HNO generator Piloty’s acid is described. The photoactive HNO donor stoichiometrically generates HNO (∼98%) at neutral pH conditions, and evidence for concerted C–O and N–S bond cleavage was obtained. The methanesulfonamidoxy analogue primarily undergoes undesired N–O bond cleavage.