Russian Journal of General Chemistry, том 79, издание 11, номера страниц: 2425-2434

Synthesis and spectral analysis of alkyl-substituted 3,3′- bis(dipyrrolylmethenes)

Antina E. V. 1, 2
Guseva G. B. 1
Dudina N. A. 1
V’yugin A. I. 1
Semeikin A. S. 2
Ivanovo State University of Chemical Engineering, Ivanovo, Russia
Тип документаJournal Article
Дата публикации2009-11
ИздательPleiades Publishing
Название журналаRussian Journal of General Chemistry
Квартиль по SCImagoQ3
Квартиль по Web of ScienceQ4
Импакт-фактор 20210.78
ISSN10703632, 16083350
General Chemistry
Краткое описание
Four new alkyl-substituted 3,3′-bis(dipyrrolylmethene) dihydrobromides containing from 4 to 10 alkyl substituents were synthesized. In a highly alkylated ligand of these substances one of the hydrogen atoms of the 3,3′-methylene spacer was substituted with a phenyl group. The compounds obtained were studied by IR, 1H NMR, electron absorption, and fluorescent spectroscopy. The increased alkylation degree of pyrroles and the introduction of an aryl substituent in the 3,3′-spacer causes a significant high-frequency shift of the N-H stretching vibrations in the IR spectra, an upfield shift of the NH-proton signals in 1H NMR spectra, a decrease in the auxochromic effects of protons on the aromatic system of chromophore in the composition of salts. The red shift of maximum of the strong band in electron absorption spectra and the emission spectra of compounds in DMF, DMSO, C5H5N, C6H6, and CHCl3 was established. The salts obtained are stable in benzene and chloroform, while in electron-donor solvents the irreversible processes of solvolytic dissociation of salts to free organic base and HBr take place.
Пристатейные ссылки: 18
Цитируется в публикациях: 13
Bright Ideas for Chemical Biology
Lavis L.D., Raines R.T.
Q1 ACS Chemical Biology 2008 цитирований: 955
Design and development of a new pyrromethene dye with improved photostability and lasing efficiency: theoretical rationalization of photophysical and photochemical properties.
Mula S., Ray A.K., Banerjee M., Chaudhuri T., Dasgupta K., Chattopadhyay S.
Q1 Journal of Organic Chemistry 2008 цитирований: 136
BODIPY Dyes and Their Derivatives:  Syntheses and Spectroscopic Properties
Loudet A., Burgess K.
Q1 Chemical Reviews 2007 цитирований: 3879
Advances in the Chemistry of Dipyrrins and Their Complexes
Wood T.E., Thompson A.
Q1 Chemical Reviews 2007 цитирований: 525
Bioinorganic photochemistry: frontiers and mechanisms.
Szaciłowski K., Macyk W., Drzewiecka-Matuszek A., Brindell M., Stochel G.
Q1 Chemical Reviews 2005 цитирований: 609
Novel Linear Tetrapyrroles: Hydrogen Bonding in Diacetylenic Bilirubins
Tu B., Ghosh B., Lightner D.A.
Q3 Monatshefte fur Chemie 2004 цитирований: 13
New ON-OFF type Ca2+-selective fluoroionophore having boron-dipyrromethene fluorophores
Cha N.R., Moon S.Y., Chang S.
Q2 Tetrahedron Letters 2003 цитирований: 44
Photostability studies of three new bicyclo-boron dipyrromethene difluoride dyes
Sisk W.
Q1 Dyes and Pigments 2002 цитирований: 18
Synthesis of BF2chelates of tetraarylazadipyrromethenes and evidence for their photodynamic therapeutic behaviour
Killoran J., Allen L., Gallagher J.F., Gallagher W.M., O′Shea D.F.
Q1 Chemical Communications 2002 цитирований: 284


1. Antina E. V. и др. Synthesis and spectral analysis of alkyl-substituted 3,3′-bis(dipyrrolylmethenes) // Russian Journal of General Chemistry. 2009. Т. 79. № 11. С. 2425–2434.


DO - 10.1134/s1070363209110243

UR -

TI - Synthesis and spectral analysis of alkyl-substituted 3,3′-bis(dipyrrolylmethenes)

T2 - Russian Journal of General Chemistry

AU - Antina, E. V.

AU - Guseva, G. B.

AU - Dudina, N. A.

AU - V’yugin, A. I.

AU - Semeikin, A. S.

PY - 2009

DA - 2009/11

PB - Pleiades Publishing Ltd

SP - 2425-2434

IS - 11

VL - 79

SN - 1070-3632

SN - 1608-3350

ER -

BibTex |


doi = {10.1134/s1070363209110243},

url = {},

year = 2009,

month = {nov},

publisher = {Pleiades Publishing Ltd},

volume = {79},

number = {11},

pages = {2425--2434},

author = {E. V. Antina and G. B. Guseva and N. A. Dudina and A. I. V'yugin and A. S. Semeikin},

title = {Synthesis and spectral analysis of alkyl-substituted 3,3$\prime$-bis(dipyrrolylmethenes)},

journal = {Russian Journal of General Chemistry}


Antina, E. V., et al. “Synthesis and Spectral Analysis of Alkyl-Substituted 3,3′-Bis(Dipyrrolylmethenes).” Russian Journal of General Chemistry, vol. 79, no. 11, Nov. 2009, pp. 2425–34. Crossref,