Literature DB >> 22678148

Excited state intramolecular proton transfer in o-tosylaminobenzaldehyde.

Mikhail N Khimich1, Leonid D Popov, Anatoly S Burlov, Boris M Uzhinov.   

Abstract

Excited state intramolecular proton transfer (ESIPT) in o-tosylaminobenzaldehyde has been investigated. According to quantum-chemical calculations ESIPT in o-tosylaminobenzaldehyde is barrierless. Product of ESIPT undergoes efficient nonradiative deactivation caused by internal rotation of C(H)OH-group. The solvent orientational relaxation in anionic form of o-tosylaminobenzaldehyde was detected. The mechanism of anionic form fluorescence quenching at the addition of the base in a protic solvent is proposed. It consists in the intermolecular proton transfer from the protonated base to oxygen atom of aldehyde group followed by the internal rotation of C(H)OH-group.

Entities:  

Mesh：

Substances：

Year:  2012        PMID： 22678148     DOI： 10.1007/s10895-012-1048-y

Source DB:  PubMed          Journal:  J Fluoresc        ISSN： 1053-0509            Impact factor:   2.217


  6 in total

1.  Excited-state proton transfer reactions of 10-hydroxycamptothecin.

Authors:  Kyril M Solntsev; Erica N Sullivan; Laren M Tolbert; Shay Ashkenazi; Pavel Leiderman; Dan Huppert
Journal:  J Am Chem Soc       Date:  2004-10-06       Impact factor: 15.419

2.  Methyl group rotation driven by proton transfer through a long-range chemical interaction.

Authors:  Hiroshi Ushiyama; Kazuo Takatsuka
Journal:  Angew Chem Int Ed Engl       Date:  2005-02-11       Impact factor: 15.336

3.  Fluorescent probe based on intramolecular proton transfer for fast ratiometric measurement of cellular transmembrane potential.

Authors:  Andrey S Klymchenko; Herrade Stoeckel; Kenneth Takeda; Yves Mély
Journal:  J Phys Chem B       Date:  2006-07-13       Impact factor: 2.991

4.  Extended multi-configuration quasi-degenerate perturbation theory: the new approach to multi-state multi-reference perturbation theory.

Authors:  Alexander A Granovsky
Journal:  J Chem Phys       Date:  2011-06-07       Impact factor: 3.488

5.  Excited-state intramolecular proton transfer as a fluorescence probe for protein binding-site static polarity.

Authors:  A Sytnik; M Kasha
Journal:  Proc Natl Acad Sci U S A       Date:  1994-08-30       Impact factor: 11.205

6.  Ultrafast proton transfer to solvent: molecularity and intermediates from solvation- and diffusion-controlled regimes.

Authors:  J L Pérez-Lustres; F Rodriguez-Prieto; M Mosquera; T A Senyushkina; N P Ernsting; S A Kovalenko
Journal:  J Am Chem Soc       Date:  2007-04-07       Impact factor: 15.419
  6 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.