Structural factors influencing the reaction rates of 4-aryloxy-7-nitrobenzofurazans with amino acids-Reference-Cited by-同舟云学术

Structural factors influencing the reaction rates of 4-aryloxy-7-nitrobenzofurazans with amino acids

Published:2004-12-01 Issue:4 Volume:2 Page:672-685
ISSN:2391-5420
Container-title:Open Chemistry
language:
Short-container-title:

Author:

Bem Marioara¹,Vasilescu Marilena²,Caproiu Miron³,Draghici Constantin³,Beteringhe Adrian¹,Constantinescu Titus¹,Banciu Mircea⁴,Balaban Alexandru⁵

Affiliation:

1. 1Laboratory of Supramolecular Chemistry and Interphase Processes, Institute “I.G. Murgulescu” of Physical Chemistry of Roumanian Academy, Splaiul Independentei 202, 77208, Bucharest, Roumania

2. 2Structure Laboratory, Institute “I.G. Murgulescu” of Physical Chemistry of Roumanian Academy, Splaiul Independentei 202, 77208, Bucharest, Roumania

3. 3Institute “C.D. Nenitzescu” of Organic Chemistry, Romanian Academy, Splaiul Independentei 202 B, Bucharest, Roumania

4. 4Department of Organic Chemistry, “Politehnica” University Bucharest, Splaiul Independentei 313, Bucharest, Roumania

5. 5Department of Marine Sciences, Texas A & M University at Galveston, 5007 Ave. U, 77553-1675, Galveston, TX, USA

Abstract

AbstractAn interesting observation was made when studying the SNAr 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.

Publisher

Walter de Gruyter GmbH

Subject

Materials Chemistry,General Chemistry

Link

http://link.springer.com/content/pdf/10.2478/BF02482730.pdf

Reference29 articles.

1. Determination of fluoxetine enantiomers in rat plasma by pre - column fluorescence derivatization and column - switching high - performance liquid chromatography;Guo;Analyst,2002

2. oka Chiral separation of amines by high - performance : liquid chromatography after tagging with dimethylaminosulphonyl ) chloroformylpyrrolidin yl ) benzoxadiazole;Toyo;Chromatogr,1994

3. Reactions of secondary amines with their dinitro - naphthyl ) derivatives to form Jackson - Meisenheimer adducts Substantial difference in reaction rates between pyrrolidine and piperidine;Sekiguchi;Am Chem Soc,1981

4. Derivatization of secondary amino acids with nitro - benzofurazanyl ethers;Johnson;Anal Chem,1982

5. oka Evaluation of benzofurazan derivatives as fluorogenic reagents for thiols and amines using high - performance liquid chromatography;Toyo;Analyst,1989

Cited by 6 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Structure–property relationships in para-substituted nitrobenzofurazans: electrochemical, optical, and theoretical analysis;Chemical Papers;2022-03-19

2. Structure-Property Relationships in Benzofurazan Derivatives: A Combined Experimental and DFT/TD-DFT Investigation;Density Functional Theory - Recent Advances, New Perspectives and Applications [Working Title];2021-11-23

3. SEAr–SNAr couplings of indolizines and related pyrrole derivatives with superelectrophilic nitrobenzoxadiazoles;Tetrahedron;2010-01

4. 4-(D-Glucosamino)-7-nitrobenzoxadiazole: synthesis, anomers, spectra, TLC behavior, and applications;Arkivoc;2008-02-17

5. Synthesis and fluorescent properties of new derivatives of 4-amino-7-nitrobenzofurazan;Arkivoc;2007-06-05