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Issue 18, 2017
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UV-induced hydrogen-atom transfer and hydrogen-atom detachment in monomeric 7-azaindole isolated in Ar and n-H2 matrices

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Abstract

Photochemical transformations were investigated for monomers of 7-azaindole isolated in low-temperature Ar and normal-H2 (n-H2) matrices. The most stable N1H tautomer was the only form of the compound populated in Ar and n-H2 matrices before any irradiation. Upon exposure of Ar matrices to UV (λ > 270 nm) light, two higher-energy tautomers N7H and C3H were photoproduced. Additionally, spectral signatures of the photogenerated 7-azaindolyl radical were also found. All of these photoproducts were experimentally observed for the first time. So far, the N7H tautomer had been known only as a transient species, appearing upon relaxation of photoexcited hydrogen-bonded dimers or complexes. For 7-azaindole isolated in an n-H2 matrix and irradiated at λ > 270 nm, only the C3H tautomer and the 7-azaindolyl radical were photogenerated, whereas the N7H tautomer was not photoproduced at all. The drastic dependence of photogeneration of the N7H form on the matrix environment (solid Ar or solid n-H2) is as a characteristic feature of a specific class of UV-induced hydrogen-atom-transfer processes occurring in matrix-isolated heterocycles.

Graphical abstract: UV-induced hydrogen-atom transfer and hydrogen-atom detachment in monomeric 7-azaindole isolated in Ar and n-H2 matrices

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Publication details

The article was received on 02 Mar 2017, accepted on 31 Mar 2017 and first published on 04 Apr 2017


Article type: Paper
DOI: 10.1039/C7CP01363A
Citation: Phys. Chem. Chem. Phys., 2017,19, 11447-11454
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    UV-induced hydrogen-atom transfer and hydrogen-atom detachment in monomeric 7-azaindole isolated in Ar and n-H2 matrices

    M. J. Nowak, I. Reva, H. Rostkowska and L. Lapinski, Phys. Chem. Chem. Phys., 2017, 19, 11447
    DOI: 10.1039/C7CP01363A

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