2,4,4-Tris(benzylsulfanyl)-1,1-dichloro-3-nitrobuta-1,3-diene

Aydınlı, Gökşin; Sayıl, Çiğdem; Ibis, Cemil

doi:10.1107/s1600536808043419

Cited by 3 publications

(2 citation statements)

References 6 publications

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“…X-Ray structural analysishave shown that the nitrodiene 4g is Eisomer with a non-planar and close to cisoid configuration. Some E-and Z-isomer thiosubstitue nitrodiene compounds have been reported [34][35][36][37][38][39][40][41] that the observed values in compound 4g is consistent with the corresponding values in these similar compounds.…”

Section: Crystallographic Measurementsmentioning

confidence: 67%

New Piperazine Derivatives Synthesized from Thio‐Substituted Polyhalogeno‐2‐nitro‐1,3‐butadienes

Aydınlı

Ibis²

2010

Journal of Chemistry

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It is known that polyhalogeno-nitro-1,3-butadienes are important starting materials for the synthesis of polyfunctionalized bioactive heterocycles. NovelN,S-substituted nitrobutadienes (4a-j) were synthesized from the reaction of the monothio-substituted nitrodiene derivatives (2a) and (2b) with some piperazine derivatives. These new compounds are stable and the structures of these products were characterized by spectroscopic data. The structure of the novelN,S-substituted nitrodiene compound (4g) synthesized in this study was also elucidated by single crystal x-ray analysis.

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Section: Crystallographic Measurementsmentioning

confidence: 67%

New Piperazine Derivatives Synthesized from Thio‐Substituted Polyhalogeno‐2‐nitro‐1,3‐butadienes

Aydınlı

Ibis²

2010

Journal of Chemistry

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“…According to a US patent, some thio-substituted dienes also exhibit high biological activity such as insecticide, herbicide and fungicide 2 .In recent years, certain mono-, di-, tris(thio) substituted compounds were obtained from the reactions of nitrodienes with thiols and dithiols [3][4][5][6][7][8][9] . There are some reports on the crystal structure of these compounds [10][11][12][13][14][15][16] . The oxidation reaction of organo sulphur compounds has been the focus of great interest recently in biochemistry and in industrial processes 17 .…”

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confidence: 99%

Synthesis and Crystal Structures of 4,4-Dichloro-2-nitro-1,1,3-tris(phenylsulfanyl)-buta-1,3-diene and 4,4-Dichloro-2-nitro-1,1-bis(phenylsulfanyl)-3-(phenylsulfinyl)-buta-1,3-diene

Sayıl¹,

Ibis²

2013

Asian J. Chem.

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Nitro-substituted polyhalogeno-1,3-butadienes possess valuable synthetic precursors for a variety of polyfunctionalized bioactive compounds 1 . According to a US patent, some thio-substituted dienes also exhibit high biological activity such as insecticide, herbicide and fungicide 2 .In recent years, certain mono-, di-, tris(thio) substituted compounds were obtained from the reactions of nitrodienes with thiols and dithiols [3][4][5][6][7][8][9] . There are some reports on the crystal structure of these compounds [10][11][12][13][14][15][16] . The oxidation reaction of organo sulphur compounds has been the focus of great interest recently in biochemistry and in industrial processes 17 . The reason for this is, partly due to the broad spectrum of biological properties of these compounds.Previous studies indicate that, sulfone and sulfoxide compounds are formed in the oxidation reaction of some thio ethers with diene groups [18][19][20][21] however this is the first study on crystal structure of sulfinyl-nitrobutadiene derivatives.Halogen derivatives of nitrobutadienes are suitable model objects for elucidating the features of nucleophilic vinylic substitution (SNVin) 22 . It is well known that in perhalo-2-nitrobuta-1,3-dienes, C-3 and especially C-1 position possesses profound electrophilic character because of the electron-withdrawing property of nitro group. This property allows regioselective substitution of one or two terminal vinylic chlorine substituents (C-1 position) in the nitro dichloro vinyl moiety of the dienes firstly. Third substitution of chlorine atom occurs at the C-3 position 16 .

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A novel series of (E)-S and (E)-N,S-polyhalonitrobutadiene analogues: design and evaluation of antibacterial and antifungicidial activity

et al. 2021

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2,4,4-Tris(benzylsulfanyl)-1,1-dichloro-3-nitrobuta-1,3-diene

Abstract: In the title compound, C25H21Cl2NO2S3, the three phenyl rings are inclined to each other at dihedral angles of 68.4 (1), 79.5 (1) and 37.0 (1)°.

Cited by 3 publications

References 6 publications

New Piperazine Derivatives Synthesized from Thio‐Substituted Polyhalogeno‐2‐nitro‐1,3‐butadienes

New Piperazine Derivatives Synthesized from Thio‐Substituted Polyhalogeno‐2‐nitro‐1,3‐butadienes

Synthesis and Crystal Structures of 4,4-Dichloro-2-nitro-1,1,3-tris(phenylsulfanyl)-buta-1,3-diene and 4,4-Dichloro-2-nitro-1,1-bis(phenylsulfanyl)-3-(phenylsulfinyl)-buta-1,3-diene

A novel series of (E)-S and (E)-N,S-polyhalonitrobutadiene analogues: design and evaluation of antibacterial and antifungicidial activity

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