Literature DB >> 12495329

Influence of nonplanarity and extended conjugation on porphyrin basicity.

Olga S Finikova1, Andrei V Cheprakov, Patrick J Carroll, Sergio Dalosto, Sergei A Vinogradov.   

Abstract

Thermodynamic basicities of several new nonplanar water soluble tetraaryltetracyclohexano- (Ar(4)TCHP) and tetraaryltetrabenzoporphyrins (Ar(4)TBP) have been measured and correlated with their structural parameters. While the degrees of nonplanarity in these porphyrins are similar, Ar(4)TCHPs exhibit significantly higher basicities than Ar(4)TBPs and than planar tetraarylporphyrins. Low basicities of distorted Ar(4)TBPs are believed to be due to extended pi-conjugation, which causes delocalization of the core electron density in these porphyrins and reduces negative charges at the protonation site.

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Year:  2002        PMID： 12495329     DOI： 10.1021/ic0260522

Source DB:  PubMed          Journal:  Inorg Chem        ISSN： 0020-1669            Impact factor:   5.165


  9 in total

1.  Highly non-planar dendritic porphyrin for pH sensing: observation of porphyrin monocation.

Authors:  Sujatha Thyagarajan; Thom Leiding; Sindra Peterson Arsköld; Andrei V Cheprakov; Sergei A Vinogradov
Journal:  Inorg Chem       Date:  2010-11-01       Impact factor: 5.165

2.  Synthesis and luminescence of soluble meso-unsubstituted tetrabenzo- and tetranaphtho[2,3]porphyrins.

Authors:  Olga S Finikova; Andrei V Cheprakov; Sergei A Vinogradov
Journal:  J Org Chem       Date:  2005-11-11       Impact factor: 4.354

3.  Synthesis of 5,15-diaryltetrabenzoporphyrins.

Authors:  Mikhail A Filatov; Artem Y Lebedev; Sergei A Vinogradov; Andrei V Cheprakov
Journal:  J Org Chem       Date:  2008-05-02       Impact factor: 4.354

4.  Effects of structural deformations on optical properties of tetrabenzoporphyrins: free-bases and Pd complexes.

Authors:  Artem Y Lebedev; Mikhail A Filatov; Andrei V Cheprakov; Sergei A Vinogradov
Journal:  J Phys Chem A       Date:  2008-07-30       Impact factor: 2.781

5.  Precise detection of pH inside large unilamellar vesicles using membrane-impermeable dendritic porphyrin-based nanoprobes.

Authors:  Thom Leiding; Kamil Górecki; Tomas Kjellman; Sergei A Vinogradov; Cecilia Hägerhäll; Sindra Peterson Arsköld
Journal:  Anal Biochem       Date:  2009-02-25       Impact factor: 3.365

6.  Energy and electron transfer in enhanced two-photon-absorbing systems with triplet cores.

Authors:  Olga S Finikova; Thomas Troxler; Alessandro Senes; William F DeGrado; Robin M Hochstrasser; Sergei A Vinogradov
Journal:  J Phys Chem A       Date:  2007-07-04       Impact factor: 2.781

7.  Modulation of the molecular spintronic properties of adsorbed copper corroles.

Authors:  Fan Wu; Jie Liu; Puneet Mishra; Tadahiro Komeda; John Mack; Yi Chang; Nagao Kobayashi; Zhen Shen
Journal:  Nat Commun       Date:  2015-06-26       Impact factor: 14.919

8.  Conformational Re-engineering of Porphyrins as Receptors with Switchable N-H⋅⋅⋅X-Type Binding Modes.

Authors:  Karolis Norvaiša; Keith J Flanagan; Dáire Gibbons; Mathias O Senge
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-24       Impact factor: 15.336

Review 9.  Porphyrins as Colorimetric and Photometric Biosensors in Modern Bioanalytical Systems.

Authors:  Karolis Norvaiša; Marc Kielmann; Mathias O Senge
Journal:  Chembiochem       Date:  2020-03-30       Impact factor: 3.164
  9 in total

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