Development of Photoactivatable Nitroxyl (HNO) Donors Incorporating the (3-Hydroxy-2-naphthalenyl)methyl Phototrigger: Development of Photoactivatable Nitroxyl (HNO) Donors Incorporating the (3-Hydroxy-2-naphthalenyl)methyl Phototrigger
- NSF-PAR ID:
- 10056573
- Publisher / Repository:
- Wiley Blackwell (John Wiley & Sons)
- Date Published:
- Journal Name:
- European Journal of Organic Chemistry
- Volume:
- 2018
- Issue:
- 15
- ISSN:
- 1434-193X
- Page Range / eLocation ID:
- 1745 to 1755
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
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We report how the binary HNO 3 (H 2 O) interaction is modified upon complexation with a nearby Cs + ion. Isomer-selective IR photodissociation spectra of the D 2 -tagged, ternary Cs + (HNO 3 )H 2 O cation confirms that two structural isomers are generated in the cryogenic ion source. In one of these, both HNO 3 and H 2 O are directly coordinated to the ion, while in the other, the water molecule is attached to the OH group of the acid, which in turn binds to Cs + with its –NO 2 group. The acidic OH stretching fundamental in the latter isomer displays a ∼300 cm −1 red-shift relative to that in the neutral H-bonded van der Waals complex, HNO 3 (H 2 O). This behavior is analyzed with the aid of electronic structure calculations and discussed in the context of the increased effective acidity of HNO 3 in the presence of the cation.more » « less