Email this article 
One-pot synthesis and the structure study of a new indoline spiropyran with cationic substituent
- Authors: Pugachev A.D.1, Kozlenko A.S.1, Lukyanova M.B.1, Lukyanov B.S.1,2, Tkachev V.V.3,4, Shilov G.V.3, Demidov O.P.5, Minkin V.I.1, Aldoshin S.M.3
-
Affiliations:
- Institute of Physical and Organic Chemistry at Southern Federal University
- Don State Technical University
- Institute of Problem of Chemical Physics of the Russian Academy of Science
- Institute of Physiologically Active Substances of the Russian Academy of Sciences
- North Caucasus Federal University
- Issue: Vol 488, No 5 (2019)
- Pages: 498-503
- Section: Chemistry
- URL: https://journals.eco-vector.com/0869-5652/article/view/17787
- DOI: https://doi.org/10.31857/S0869-56524885498-503
- ID: 17787
Cite item
Full Text
Abstract
One-pot synthesis and the structure study of a new salt spiropyran of indoline series containing 2H-chromenic vinyl-3H-indolium fragment as a substituent at the position 8′ are described. The structure was confirmed by the method of NMR 1H and 13C spectroscopy, IR and high-resolution mass spectrometry. The single crystals of the compound were investigated by X-ray analysis. The structure was compared with the previously known isostructural analogue [10].
About the authors
A. D. Pugachev
Institute of Physical and Organic Chemistry at Southern Federal University
Author for correspondence.
Email: lab811@ipoc.sfedu.ru
Russian Federation, 194/2, Stachki prospect, Rostov-on-Don, 344090
A. S. Kozlenko
Institute of Physical and Organic Chemistry at Southern Federal University
Email: lab811@ipoc.sfedu.ru
Russian Federation, 194/2, Stachki prospect, Rostov-on-Don, 344090
M. B. Lukyanova
Institute of Physical and Organic Chemistry at Southern Federal University
Email: lab811@ipoc.sfedu.ru
Russian Federation, 194/2, Stachki prospect, Rostov-on-Don, 344090
B. S. Lukyanov
Institute of Physical and Organic Chemistry at Southern Federal University; Don State Technical University
Email: lab811@ipoc.sfedu.ru
Russian Federation, 194/2, Stachki prospect, Rostov-on-Don, 344090; 344010, Rostov-on-Don, Gagarina square, 1
V. V. Tkachev
Institute of Problem of Chemical Physics of the Russian Academy of Science; Institute of Physiologically Active Substances of the Russian Academy of Sciences
Email: lab811@ipoc.sfedu.ru
Russian Federation, 1, Acad. Semenov av., Chernogolovka, Moscow region, 142432; 1, Severnyi passage, Chernogolovka, Moscow Region, 142432
G. V. Shilov
Institute of Problem of Chemical Physics of the Russian Academy of Science
Email: lab811@ipoc.sfedu.ru
Russian Federation, 1, Acad. Semenov av., Chernogolovka, Moscow region, 142432
O. P. Demidov
North Caucasus Federal University
Email: lab811@ipoc.sfedu.ru
Russian Federation, 1, Pushkina street, Stavropol, 355017
V. I. Minkin
Institute of Physical and Organic Chemistry at Southern Federal University
Email: lab811@ipoc.sfedu.ru
Academician of the Russian Academy of Science
Russian Federation, 194/2, Stachki prospect, Rostov-on-Don, 344090S. M. Aldoshin
Institute of Problem of Chemical Physics of the Russian Academy of Science
Email: lab811@ipoc.sfedu.ru
Academician of the Academician of the Russian Academy of Science
Russian Federation, 1, Acad. Semenov av., Chernogolovka, Moscow region, 142432References
- Klajn R. Spiropyran-Based Dynamic Materials // Chem. Soc. Rev. 2014 V. 43. №1. P. 148-184.
- Szymanski W., Beierle J.M., Kistemaker H.A.V., et al. Reversible Photocontrol of Biological Systems by the Incorporation of Molecular Photoswitches // Chem. Rev. 2013. V. 113. №8. P. 6114-6178.
- Bouas-Laurent H., Dürr H. Organic Photochromism (IUPAC Technical Report) // Pure Appl. Chem. 2001. V. 73. №4. P. 639-665.
- Olejniczak J., Carling C.-J., Almutairi A. Photocontrolled Release Using One-Photon Absorption of Visible or NIR Light // J. Control Release. 2015. V. 219. P. 18-30.
- Xie N., Feng K., Chen B., et al. A NIR Fluorescent Chemodosimeter for Imaging Endogenous Hydrogen Polysulfides Via the CSE Enzymatic Pathway // J. Mater. Chem. B. 2014. V. 2. P. 502-510.
- Bénard S., Rivière E., Yu P., et al. A Photochromic Molecule-Based Magnet // Chem. Mater. 2001. V. 13. №1. P. 159-162.
- Benniston A.C., Fortage J. Selenospiropyrans Incorporating Appended Pyrene Chromophores // Tetrahedron Lett. 2008. V. 49. P. 4292-4295.
- Лукьянова М.Б., Ткачев В В., Пугачев А.Д. и др. Новый солевой спиропиран индолинового ряда c фторным заместителем // ДАН. 2018. Т. 480. №1. С. 50-54.
- Pugachev A. D., Lukyanova M.B., Lukyanov B.S., et al. New Photochromic Indoline Spiropyrans Containing Cationic Substituent in the 2H-Chromene Moiety // J. Mol. Str. 2019. V. 1178. P. 590-598.
- Ткачев В.В., Лукьянов Б.С., Лукьянова М.Б. и др. Исследование нового продукта реакции конденсации перхлората 1,2,3,3-тетраметилиндоленилия с 2,6-диформил-4-метил-фенолом // ЖСХ. 2016. Т. 57. № 6. С. 1334-1335.
- Гельман Н.Э., Терентьева Е.А., Шанина Т.М., Кипаренко Л.М. Методы количественного органического элементного анализа. М.: Химия, 1987.
- Sheldrick G.M. // SHELXTL Bruker AXS Inc., Madison, Wisconsin, USA, 2000.
Supplementary files
