Intramolecular nitro-assisted proton transfer in photoirradiated 2-(2′,4′-dinitrobenzyl)pyridine: Polarized optical spectroscopic study and electronic structure calculations

Journal of Physical Chemistry A

Volumn 109, Issue 32, 2005, Pages 7264-7275

  Naumov, Panče ^a,b,c   Sakurai, Kenji ^a   Ishikawa, Tadahiko ^b   Takahashi, Junichi ^c,d   Koshihara, Shin Ya ^b,c   Ohashi, Yuji ^b  

^a NATIONAL INSTITUTE FOR MATERIALS SCIENCE   (Japan)

^b TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

^c JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

^d HIGH ENERGY ACCELERATOR RESEARCH ORGANIZATION KEK   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUNDS; CHARGE TRANSFER; COLOR; CRYSTALLINE MATERIALS; GROUND STATE; MATHEMATICAL TECHNIQUES; PROTONS; SPECTROSCOPIC ANALYSIS;

ENAMINE TAUTOMERS (ET); NITRO-ASSISTED PROTON TRANSFER (NAPT); PHOTOIRRADIATION; PYRIDINE;

NITROGEN COMPOUNDS;

EID: 24644511253     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp0520392     Document Type: Article

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63. -3. ORTEP diagrams of the molecular structure and the crystal structure viewed along the b-axis are deposited as Supporting Information (Figure S2). The pyridinium hydrogen and the chloride ion are connected with hydrogen bond d(N1⋯Cl1) = 3.036(3) Å, (N1-H1⋯Cl1) = 162.8°.
64. Due to the low signal/noise ratio, the spectra recorded lab are not discussed here.
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69. Thus, for example OH[1011] represents OH tautomer with syn-H aci-nitro atom, E-C=N bond, Z-C=C bond, and anti-oriented pyridyl ring. Similarly, the reaction OH[1011]→OH[1001] represents cis-trans isomer ization around the C=C bond, and OH[1111]→OH[1011] designates a simple [1,3]H-shift between the two ortho-nitro oxygen atoms in OH.
70. The oxime N-oxide structure OX does not contribute to the PT reactions and will not be discussed here. This molecule, however, may be involved in some of the photofatigue reactions.
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74. The term "unique" TSs here refers to the number of different TSs for the specific reaction.
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