Nucleophilic substitution in 4-bromo-5-nitrophthalodinitrile: XI. Preparation, properties, and prediction of mesomorphism in mixed-substituted phthalocyanines containing aryloxy and benzotriazole fragments

Знойко, С. А.; Akopova, О. B.; Bumbina, N. V.; Усольцева, Н. В.; Майзлиш, В. Е.; Shaposhnikov, G. P.; Абрамов, И. Г.

doi:10.1134/s1070363214040185

Cited by 9 publications

(19 citation statements)

References 7 publications

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“…As it was shown previously, [26][27][28] the mix-substituted phthalocyanines without aliphatic substituents but having both donor oxyaryl and acceptor benzotriazolyl functional groups exhibit mesomorphic properties as well as a tendency to vitrify (Figure 1). While the presence of only 1-benzotriazole groups on periphery of homosubstituted phthalocyanines is not accompanied by the appearance of liquid crystalline phases.…”

Section: Introductionmentioning

confidence: 73%

“…The benefits of this method include ease of use, short operating time and sufficiently high degree of prognosis reliability (70-90 %). According to the conditions of this method, a significant deviation of at least one of the calculated MP values from the boundary values of the classification series {1} [26][27][28][29][30][31] indicates the inability of the compound to the mesophase formation, typical for discotic mesogens (DM). In case of a slight deviation of the calculated MP values a latent mesophase can appear.…”

Section: Methodsmentioning

confidence: 99%

“…The method for modeling and prognosing mesomorphism in discotic compounds using molecular parameters (MP) of single molecules, [26][27][28][29][30][31] was used. The parameters were calculated in the original CMP ChemCard program, [31] which involves the molecules geometry construction and optimization, using the HyperChem software package.…”

Section: Methodsmentioning

confidence: 99%

“…[26,27,[29][30][31] The construction and optimization of molecular models (2a,b-5a,b) was carried out using the method of molecular mechanics (MM+). Then the geometric characteristics required for calculating of the molecular parameters (MP) were extracted from the obtained models and introduced into CMP ChemCard.…”

Section: Prognosis Of Mesomorphism Of Phthalocyanines 2-5mentioning

confidence: 99%

“…At the same time, the influence of the electron-withdrawing group (EWG) nature on the mesomorphic behavior of the studied phthalocyanines has not been investigated. Structural formula of mix-substituted phthalocyanines and their metal complexes (1a-p) with four peripheral benzotriazolyl and oxyaryl fragments; [26][27][28] 4-(1-methyl-1-phenylethyl)phenoxy substituent is framed.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis of Cu(II) and Ni(II) Phthalocyanines Bearing Nitro and 4-(1-Methyl-1-phenylethyl)phenoxy Groups

Znoyko¹,

Mikhailova²,

Akopova³

et al. 2018

MHC

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Bifunctional substituted copper and nickel phthalocyanines were synthesized. These compounds were modified by introduction of sulfonic and sulfonamide groups into aryloxy fragments. Spectral and mesomorphic properties of synthesized compounds were studied.Keywords: Bifunctional substituted phthalocyanines, synthesis, mesomorphism. 2,9,16,23-тетра(1-бензотриазолил)-3,10,17,24-тетра[4-(1-метил-1-фенилэтил)фенокси] фталоцианина меди на нитрогруппы приводит к неспособности данного производного фталоцианина формировать мезофазу как при нагревании, так и в различных растворителях. Введение на периферию 2,9,16,23-тетра[4-(1-метил-1-фенилэтил) Синтез комплексов фталоцианинов с медью(II) и никелем(II), содержащих нитро

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Section: Introductionmentioning

confidence: 73%

Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Prognosis Of Mesomorphism Of Phthalocyanines 2-5mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Synthesis of Cu(II) and Ni(II) Phthalocyanines Bearing Nitro and 4-(1-Methyl-1-phenylethyl)phenoxy Groups

Znoyko¹,

Mikhailova²,

Akopova³

et al. 2018

MHC

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Aryl Diazonium Salt‐Triggered Cyclization and Cycloaddition Reactions: Past, Present, and Future

et al. 2020

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Aryl diazonium salts occupy a privileged role in synthetic chemistry owing to their ready availability and versatile reactivity. While their applications in accessing diversely functionalized arene derivatives via denitrogenation‐coupling and reduction/addition reactions have been well recognized by practitioners in both academia and industry, recent renaissance in chemical transformations of retaining the key N2‐unit has emerged as a powerful technique to construct various N‐heterocycles. This review covers the history and latest advances in cyclization and cycloaddition reactions using aryl diazonium salts as N2‐annulation synthons. The scope, applications, and opportunities in exploring new chemical space by this sustainable strategy are summarized and discussed.

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Nucleophilic substitution in 4-bromo-5-nitrophthalodinitrile: XII. Synthesis and properties of 4-(1-benzotriazolyl)-, 4-nitro-5-(4-nonylphenoxy)phthalonitriles and the ligands based on them

et al. 2015

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Nucleophilic substitution in 4-bromo-5-nitrophthalodinitrile: XI. Preparation, properties, and prediction of mesomorphism in mixed-substituted phthalocyanines containing aryloxy and benzotriazole fragments

Cited by 9 publications

References 7 publications

Synthesis of Cu(II) and Ni(II) Phthalocyanines Bearing Nitro and 4-(1-Methyl-1-phenylethyl)phenoxy Groups

Synthesis of Cu(II) and Ni(II) Phthalocyanines Bearing Nitro and 4-(1-Methyl-1-phenylethyl)phenoxy Groups

Aryl Diazonium Salt‐Triggered Cyclization and Cycloaddition Reactions: Past, Present, and Future

Nucleophilic substitution in 4-bromo-5-nitrophthalodinitrile: XII. Synthesis and properties of 4-(1-benzotriazolyl)-, 4-nitro-5-(4-nonylphenoxy)phthalonitriles and the ligands based on them

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