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Structural factors influencing the reaction rates of 4-aryloxy-7-nitrobenzofurazans with amino acids |
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| Authors: | Marioara Bem Marilena Vasilescu Miron T Caproiu Constantin Draghici Adrian Beteringhe Titus Constantinescu Mircea D Banciu Alexandru T Balaban |
| Institution: | (1) Laboratory of Supramolecular Chemistry and Interphase Processes, Institute “I.G. Murgulescu” of Physical Chemistry of Roumanian Academy, Splaiul Independentei 202, 77208 Bucharest, Roumania;(2) Structure Laboratory, Institute “I.G. Murgulescu” of Physical Chemistry of Roumanian Academy, Splaiul Independentei 202, 77208 Bucharest, Roumania;(3) Institute “C.D. Nenitzescu” of Organic Chemistry, Romanian Academy, Splaiul Independentei 202 B, Bucharest, Roumania;(4) Department of Organic Chemistry, “Politehnica” University Bucharest, Splaiul Independentei 313, Bucharest, Roumania;(5) Department of Marine Sciences, Texas A & M University at Galveston, 5007 Ave. U, 77553-1675 Galveston, TX, USA |
| Abstract: | An interesting observation was made when studying the S N Ar reaction between several 4-aryloxy-7-nitrobenzofurazans (2) and several amino acids leading to the apparition of detectable fluorescence from the substitution products3. Acidic amino acids reacted very slowly=while basic amino acids react fastest with2 having an unsubstituted phenyl or a 4-formyl-phenyl Ar group. Amongst neutral amino acids, proline reacts fastest at room temperature after 100 min. With2 having a methoxy-subtituted Ar group. |
| Keywords: | 4-Aryloxy-7-nitrobenzofurazans amino acids S N Ar reaction fluorescence |
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