Russian Journal of General Chemistry, volume 78, issue 6, pages 1215-1224

3,3′-bis(dipyrrolylmethenes) as new chelating ligands: Synthesis and spectral properties

Publication typeJournal Article
Publication date2008-06-01
Quartile SCImago
Q4
Quartile WOS
Q4
Impact factor0.9
ISSN10703632, 16083350
General Chemistry
Abstract
Hydrobromides of three new alkyl-substituted tetrapyrrole ligands with an open chain, in which the dipyrrolylmethene fragments are linked by a CH2-spacer at the 3,3′-pyrrole carbon atoms, were synthesized and studied by IR, 1H NMR, and electronic absorption spectroscopy. As compared to the 2,2′ isomers (alkyl derivatives of biladiene-a,c) and monomers (2,2′-, 2,3′-, and 3,3′-dipyrrolylmethenes, the effect of structural factors is manifested in a considerable (up to 19–31 nm) bathochromic shift of the strong band in the electronic spectrum, an increase in the N-H stretching vibration frequency in the IR spectra (by more than 30 cm−1), and a decrease in the stability of 3,3′-bis(dipyrrolylmethene) salts. The solvent effect is manifested in small changes in the quantitative characteristics of the electronic absorption spectra of 3,3′-tetrapyrrole hydrobromides in C6H6, CCl4, CH2Cl2, CHCl3, and alcohols. In DMF, DMSO, and C5H5N, the salts undergo solvolytic dissociation to the free ligands and HBr, which accelerates in dilute solutions (<10−4 M) and with an increase in the electron-donor power of the solvent. The auxochromic effects of protons in the electronic absorption spectra of the salts, compared to ligands, were estimated quantitatively.

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GOST Copy
Guseva G. B. et al. 3,3′-bis(dipyrrolylmethenes) as new chelating ligands: Synthesis and spectral properties // Russian Journal of General Chemistry. 2008. Vol. 78. No. 6. pp. 1215-1224.
GOST all authors (up to 50) Copy
Guseva G. B., Dudina N. A., Antina E. V., Vyugin A. I., Semeikin A. S. 3,3′-bis(dipyrrolylmethenes) as new chelating ligands: Synthesis and spectral properties // Russian Journal of General Chemistry. 2008. Vol. 78. No. 6. pp. 1215-1224.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1134/S1070363208060200
UR - https://doi.org/10.1134%2FS1070363208060200
TI - 3,3′-bis(dipyrrolylmethenes) as new chelating ligands: Synthesis and spectral properties
T2 - Russian Journal of General Chemistry
AU - Dudina, N A
AU - Vyugin, A I
AU - Guseva, G B
AU - Antina, E V
AU - Semeikin, A S
PY - 2008
DA - 2008/06/01 00:00:00
PB - Pleiades Publishing
SP - 1215-1224
IS - 6
VL - 78
SN - 1070-3632
SN - 1608-3350
ER -
BibTex |
Cite this
BibTex Copy
@article{2008_Guseva,
author = {N A Dudina and A I Vyugin and G B Guseva and E V Antina and A S Semeikin},
title = {3,3′-bis(dipyrrolylmethenes) as new chelating ligands: Synthesis and spectral properties},
journal = {Russian Journal of General Chemistry},
year = {2008},
volume = {78},
publisher = {Pleiades Publishing},
month = {jun},
url = {https://doi.org/10.1134%2FS1070363208060200},
number = {6},
pages = {1215--1224},
doi = {10.1134/S1070363208060200}
}
MLA
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MLA Copy
Guseva, G. B., et al. “3,3′-bis(dipyrrolylmethenes) as new chelating ligands: Synthesis and spectral properties.” Russian Journal of General Chemistry, vol. 78, no. 6, Jun. 2008, pp. 1215-1224. https://doi.org/10.1134%2FS1070363208060200.
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