4591-16-6Relevant academic research and scientific papers
Intermolecular interactions-photophysical properties relationships in phenanthrene-9,10-dicarbonitrile assemblies
Afanasenko, Anastasiia M.,Novikov, Alexander S.,Chulkova, Tatiana G.,Grigoriev, Yakov M.,Kolesnikov, Ilya E.,Selivanov, Stanislav I.,Starova, Galina L.,Zolotarev, Andrey A.,Vereshchagin, Anatoly N.,Elinson, Michail N.
, (2019/09/09)
Phenanthrene-9,10-dicarbonitriles show various luminescence behaviour in solution and in the solid state. Aggregation patterns of phenanthrene-9,10-dicarbonitriles govern their luminescent properties in the solid state. Single crystal structures of phenan
A two-cyano diaryl ethylene synthetic method of the compound (by machine translation)
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Paragraph 0024-0027; 0097, (2018/07/10)
The present invention discloses a two-cyano diaryl ethylene compound synthetic methods, the method in the air atmosphere, in order to replace the benzyl cyanide as raw materials, to Ru/C, K2 CO3 As the catalyst, in ortho-dichlorobenz
Gold-Catalyzed Oxidative [2+2+1] Annulations of Aryldiazo Nitriles with Imines To Yield Polyarylated Imidazolium Salts
Pawar, Samir Kundlik,Yang, Ming-Chung,Su, Ming-Der,Liu, Rai-Shung
supporting information, p. 5035 - 5039 (2017/04/24)
Gold-catalyzed oxidative [2+2+1] annulations between two imines and one α-cyano arylgold carbene afforded polyarylated imidazolium salts and molecular hydrogen efficiently. Control experiments suggest that the gold catalyst alone facilitates the main annulation, whereas Ag+ avoids the formation of inactive LAuCN. DFT calculations suggest that the success of this annulation relies on a 6 π-electrocyclization of cyano-free intermediates with cis-configured imines as initial reagents.
Structures and photophysical properties of 3,4-diaryl-1H-pyrrol-2,5-diimines and 2,3-diarylmaleimides
Afanasenko, Anastasiia M.,Boyarskaya, Dina V.,Boyarskaya, Irina A.,Chulkova, Tatiana G.,Grigoriev, Yakov M.,Kolesnikov, Ilya E.,Avdontceva, Margarita S.,Panikorovskii, Taras L.,Panin, Andrej I.,Vereshchagin, Anatoly N.,Elinson, Michail N.
, p. 554 - 561 (2017/06/20)
Structural features of 3,4-diaryl-1H-pyrrol-2,5-diimines and their derivatives have been studied by molecular spectroscopy techniques, single-crystal X-ray diffraction, and DFT calculations. According to the theoretical calculations, the diimino tautomeri
Copper-catalyzed cyanothiolation to incorporate a sulfur-substituted quaternary carbon center
Huang, Yubing,Li, Xianwei,Wang, Xu,Yu, Yue,Zheng, Jia,Wu, Wanqing,Jiang, Huanfeng
, p. 7047 - 7051 (2017/10/05)
Sulfur-containing nitriles have important research value in the life sciences due to their diverse biological activities resulting from the sulfur and cyano functional groups. Herein, a copper-catalyzed cyanothiolation of N-tosylhydrazones with thiocyanates to generate α-arylthioalkanenitriles bearing sulfur-substituted quaternary carbon center atoms has been described. This novel protocol involves the procedure of copper carbene species promoting S-CN bond cleavage and C-CN/C-S bond reconstruction to introduce both sulfur and cyano groups onto a single carbon center. This cyanothiolation reaction will greatly enhance the synthetic utility of carbenoid species as new entries for the construction of diverse heteroatom-containing nitriles via cyanofunctionalization of metal-carbene species.
Expedient synthesis of glycidonitriles by darzens condensation of α-halogenonitriles with aldehydes and ketones
Jonczyk,Gadaj
, p. 1595 - 1610 (2008/09/17)
Chloroacetonitrile (1), α-halogenopropionitriles 4, and α-chlorophenylacetonitrile (6) react with aldehydes 2a,b,h-o and ketones 2c-g,p-t in the presence of solid NaOH in THF or DME, without any added catalyst, affording substituted glycidonitriles 3a-t, 5a, c-g,r,s and 7a,b,i,j,u,v, respectively (Darzens condensation). The glycidonitriles 3a-h, prepared from 1 and carbonyl compounds 2a-h, are obtained in high yields, exceeding those reported in the literature (Table 5). Expedient results of the reactions studied are due to increased reactivity of anions with Na+ as counterion in ethereal solvents. Investigation of the concentration of NaOH and the carbanion of diphenylacetonitrile in selected solvents reveals that ethereal solvents may increase the solubility of the anions participating in Darzens condensation.
Si-C BOND CLEAVAGE IN SILYL ALKYNES UNDER PHASE-TRANSFER CATALYSIS. APPLICATIONS TO THE SYNTHESIS OF EPOXYHEXENYNES
Roser, Joachim,Eberbach, Wolfgang
, p. 983 - 996 (2007/10/02)
The alkaline cleavage of trimethylsilyl alkynes under PTC conditions is a mild and straightforward alternative to other metods.Applications of the new deprotection technique include the one-pot Darzens-desilylation reaction of trimethylsilyl alkynals with
THERMALLY INITIATED REACTIONS OF (Z)-EPOXYHEXENYNES A FACILE PREPARATION OF 3,4-ANNULATED FURANS
Eberbach, Wolfgang,Roser, Joachim
, p. 2221 - 2234 (2007/10/02)
An efficient and general access to 3,4-annulated 2-vinylfurans (type II) is provided by the thermally induced ring transformation of epoxyhexenynes (I).Depending on the substitution pattern the reactions proceed either by heating in solution (5a-h) or under short-time thermolysis conditions (6i, j).The results are consistent with a multistep mechanism involving 1-oxacyclohepta-3,4,6-trienes as central intermediates.
Intramolecular Cycloadditions with Carbonyl Ylides: From Oxiranes to Large Ring Systems
Brokatzky-Geiger, Juergen,Eberbach, Wolfgang
, p. 2157 - 2192 (2007/10/02)
Within the classes of 1,3-dipoles intramolecular cycloaddition reactions with carbonyl ylides, accessible by heating of the oxirane precursors 4-10, are studied for the first time in a systematic manner.Although the formation of the corresponding fused and/or bridged tetrahydrofuran derivatives (32-34, 44-46, 50-63) has been established in all cases with the exception of 4e and 6a, the rate of formation as well as the yield of the cycloadducts depend strongly on the dipolarophilicity of the olefinic component: Whereas non-activated C=C bonds undergo the cycloaddition step slowly and only when being arranged in a relatively close position to the dipole unit (the maximum size of the second ring, formed by "tieing": 9-membered), ene-oxiranes with an electron deficient double bond are reacting much faster and (in contrast to cycloadditions so far known for other 1,3-dipoles) also at a large distance between the ?-centers.In this way macrocycles with up to 34 ring members have been obtained.This high regio- and stereoselectivity observed in most cases of the cycloadditions is explained mainly by steric factors.
