TITLE

Cation-active photochromic molecular swithches based on acylated enamino ketones of benzo[ b]thiophene series

AUTHOR(S)
Dubonosov, A.; Tikhomirova, K.; Shepelenko, E.; Makarova, N.; Bren', Zh.; Dmitrieva, O.; Bren', V.; Minkin, V.
PUB. DATE
August 2015
SOURCE
Russian Journal of Organic Chemistry;Aug2015, Vol. 51 Issue 8, p1096
SOURCE TYPE
Academic Journal
DOC. TYPE
Article
ABSTRACT
Benzo-12-crown-4-containing 2-( N-acyl- N-arylaminomethylidene)benzo[ b]thiophene-3(2 H)-ones possess the properties of molecular switches based on the photo-initiated Z/E-isomerization with respect to the exocyclic C=C bond followed by a fast thermal N→O migration of the acyl groups (φ 0.19-0.22). In the presence of lithium cation whose diameter suits the best the cavity of 12-crown-4 ether an efficient complex formation is observed resulting in essential growth of the quantum yields of the N→O migration of the acyl groups (φ 0.58-0.63).
ACCESSION #
109967545

 

Related Articles

  • Synthesis of photochromic 5,6-diaryl-2-chloropyridine-3,4-dicarbonitriles from 3,4-diaryl-4-oxobutane-1,1,2,2-tetracarbonitriles. Belikov, M.; Ievlev, M.; Ershov, O.; Lipin, K.; Legotin, S.; Nasakin, O. // Russian Journal of Organic Chemistry;Sep2014, Vol. 50 Issue 9, p1372 

    The article presents research on the synthesis of photochnromic diaryl-chloropyridine-dicarbonitriles from diaryl-oxobutane-tetracarbonitriles. The study shows the synthesis of photochromic diarylethes according to ketone-containing tetracyanoethylene reaction. The inftrared spectra of the...

  • Colorimetric Detection of Nitroaromatics Using Organic Photochromic Compounds. Sandery, Nicholas; Vamvounis, George // Australian Journal of Chemistry;2015, Vol. 68 Issue 11, p1723 

    An organic photochromic compound is explored as a new portable colorimetric sensor for nitroaromatics. This photochromic compound switches from colourless to pink upon exposure to ultraviolet light. In the presence of nitroaromatic explosive derivatives the photoswitching behaviour of the...

  • Dynamically localized wave packets as a tool to study the dynamics of the LiNC⇋LiCN isomerization reaction. Martı´n-Fierro, E.; Borondo, F.; Gomez Llorente, J. M.; Benito, R. M. // Journal of Chemical Physics;6/15/2002, Vol. 116 Issue 23, p10183 

    The dynamics of the isomerization reaction LiNC...LiCN is considered at a quantum level. This study is performed with the aid of dynamically localized wave packets, which provide a wealth of information about the relevant parts of the molecular phase space. Three cases are considered,...

  • A study of the isomerization and dissociation of formal [acetone–methanol]+· ion–molecule complexes. Xian Wang; Holmes, John L. // Canadian Journal of Chemistry;Nov2005, Vol. 83 Issue 11, p1903 

    The energy barrier for the keto–enol isomerization of the isolated acetone ion to its distonic (enol) isomer lies above its lowest dissociation limit and so the spontaneous isomerization can never be observed. Keto–enol isomerizations can be catalyzed within appropriate...

  • Synthesis and Properties of Substituted Isoxazolo[3',4':4,5]thieno[2,3-b]pyridines. Vasilin, V. K.; Kaigorodova, E. A.; Firgang, S. I.; Krapivin, G. D. // Chemistry of Heterocyclic Compounds;Mar2004, Vol. 40 Issue 3, p377 

    We synthesized derivatives of a novel heterocyclic system, isoxazolo[3',4':4,5]thieno[2,3-b]pyridine by sequential conversions in three steps: isomerization of 2-(2-R-ethylthio-2-oxo)-3-pyridyl cyanides obtained by alkylation from substituted 3-cyano-2(1H)-pyridinethiones by α-halomethyl...

  • Interaction of N,N-dimethylhydrazonomethyl and a-hydroxyketone groups in hetaryl analogs of unsymmetrical benzoins. Ivonin, S. P.; Lapandin, A. V.; Shtamburg, V. G. // Chemistry of Heterocyclic Compounds;Dec2005, Vol. 41 Issue 12, p1484 

    The reaction of phenylglyoxal hydrate with N,N-dimethylhydrazones of furfural and 1-methylpyrrole-2-carbaldehyde proceeds regioselectively at position 5 of the heterocycle. The hetaryl analogs of a-benzoins obtained are quantitatively isomerized into the isomeric �-benzoins. The...

  • Synthesis and Lewis acid induced isomerization of mono-, di-, and tri-spiro α-keto tetrahydro-furans and -pyrans. Hilmey, David G.; Selvaraj, Peter R.; Paquette, Leo A. // Canadian Journal of Chemistry;Oct2006, Vol. 84 Issue 10, p1388 

    The stereoselectivity of the acid-catalyzed ring expansion of dihydrofuranyl and dihydropyranyl 1,2-adducts to spirocyclic ketones 8 and 9 has been examined. These substrates have become readily available by the utilization of 1,3-dichloroacetone as a synthetic equivalent of cyclopropanone. The...

  • A relay strategy for the mercury (II) chemodosimeter with ultra-sensitivity as test strips. Ruan, Zhijun; Li, Conggang; Li, Jian-Rong; Qin, Jingui; Li, Zhen // Scientific Reports;11/6/2015, p15987 

    A relay strategy has been proposed to design a new Hg2+ chemodosimeter (TPE-S), by coupling Hg2+-promoted deprotection reaction with ketone-enol isomerization, realizing the multistage amplifying effect. Changes in both of color and fluorescence could occur immediately, and TPE-S displayed high...

  • Chiral lithium amides on polymer support — Synthesis and use in deprotonation of ketones. Majewski, Marek; Ulaczyk-Lesanko, Agnieszka; Fan Wang // Canadian Journal of Chemistry;Feb2006, Vol. 84 Issue 2, p257 

    A number of chiral secondary amines attached to Merrifield resin or to noncrosslinked (soluble) polystyrene support were synthesized. The corresponding lithium amides, generated from these amines by treatment with BuLi, react with tropinone, a model symmetrical ketone, to give the corresponding...

Share

Read the Article

Courtesy of THE LIBRARY OF VIRGINIA

Sorry, but this item is not currently available from your library.

Try another library?
Sign out of this library

Other Topics