Advances in understanding the photoresponsive behavior of azobenzenes substituted with strong electron withdrawing groups
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作者:
Jerca, Valentin Victor
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Romanian Acad, Ctr Organ Chem Costin D Nenitescu, Bucharest 060023, Romania
Univ Politehn Bucuresti, Fac Appl Chem & Mat Sci, Dept Bioresources & Polymer Sci, Bucharest 011061, RomaniaRomanian Acad, Ctr Organ Chem Costin D Nenitescu, Bucharest 060023, Romania
Jerca, Valentin Victor
[1
,2
]
Jerca, Florica Adriana
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Romanian Acad, Ctr Organ Chem Costin D Nenitescu, Bucharest 060023, RomaniaRomanian Acad, Ctr Organ Chem Costin D Nenitescu, Bucharest 060023, Romania
Jerca, Florica Adriana
[1
]
Rau, Ileana
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Univ Politehn Bucuresti, Fac Appl Chem & Mat Sci, Dept Gen Chem, Bucharest 011061, RomaniaRomanian Acad, Ctr Organ Chem Costin D Nenitescu, Bucharest 060023, Romania
Rau, Ileana
[3
]
Manea, Ana Maria
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Univ Politehn Bucuresti, Fac Appl Chem & Mat Sci, Dept Gen Chem, Bucharest 011061, RomaniaRomanian Acad, Ctr Organ Chem Costin D Nenitescu, Bucharest 060023, Romania
Manea, Ana Maria
[3
]
Vuluga, Dumitru Mircea
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Romanian Acad, Ctr Organ Chem Costin D Nenitescu, Bucharest 060023, RomaniaRomanian Acad, Ctr Organ Chem Costin D Nenitescu, Bucharest 060023, Romania
Vuluga, Dumitru Mircea
[1
]
Kajzar, Francois
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Univ Politehn Bucuresti, Fac Appl Chem & Mat Sci, Dept Gen Chem, Bucharest 011061, Romania
Univ Angers, Inst Sci & Technol Mol Angers, F-49045 Angers, FranceRomanian Acad, Ctr Organ Chem Costin D Nenitescu, Bucharest 060023, Romania
Kajzar, Francois
[3
,4
]
机构:
[1] Romanian Acad, Ctr Organ Chem Costin D Nenitescu, Bucharest 060023, Romania
[2] Univ Politehn Bucuresti, Fac Appl Chem & Mat Sci, Dept Bioresources & Polymer Sci, Bucharest 011061, Romania
[3] Univ Politehn Bucuresti, Fac Appl Chem & Mat Sci, Dept Gen Chem, Bucharest 011061, Romania
In this paper, a detailed isomerization study of a series of 2,4-nitro/cyan substituted azobenzenes is conducted by UV-Vis spectroscopy. The experiments, carried out in both toluene and N, N'-dimethylformamide, reveal an intriguing behavior. Interestingly, the disubstituted azo-derivatives display stable Z isomers in DMF, while in toluene they exhibit very fast relaxation. In addition, the azo-derivatives thermally isomerize from the metastable Z form to the thermodynamically stable E isomer through either inversion route or rotational mechanism, depending on the chemical nature of the substituents and on the solvent polarity. (C) 2015 Elsevier B.V. All rights reserved.