Design of novel catalysts for synthesis of 1,5-benzodiazepines from 1,2-phenylenediamine and ketones: NH2-MIL-101(Al) as integrated structural scaffold for catalytic materials based on calix[4]arenes.
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| Title: | Design of novel catalysts for synthesis of 1,5-benzodiazepines from 1,2-phenylenediamine and ketones: NH2-MIL-101(Al) as integrated structural scaffold for catalytic materials based on calix[4]arenes. |
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| Authors: | Isaeva, Vera I.1 sharf@ioc.ac.ru, Timofeeva, Maria N.1 timofeeva@catalysis.ru, Panchenko, Valentina N.1, Lukoyanov, Ivan A.1, Chernyshev, Vladimir V.1, Kapustin, Gennady I.1, Davshan, Nikolai A.1, Kustov, Leonid M.1 |
| Source: | Journal of Catalysis. Jan2019, Vol. 369, p60-71. 12p. |
| Subjects: | Benzodiazepines, Phenylenediamines, Ketones, Aromatic compounds, Catalysts |
| Abstract: | Graphical abstract Highlights • NH 2 -MIL-101(Al) was used as a scaffold for synthesis of novel catalysts based on calix[4]arenes. • para -Sulfonatocalix[4]arene and para -tert-butylthiacalix[4]arene with CN groups were used. • Ship in a bottle approach was used for microwave assisted one-step synthesis of composites. • Efficiency of composite materials was investigated in the synthesis of 1,5-benzodiazepines. • The host-guest interaction affects the physicochemical and catalytic properties of composites. Abstract Novel nanoporous composites (MIL/K-SO 3 H and MIL/Ks-CN) were synthesized by the encapsulation of para -sulfonatocalix[4]arene (K-SO 3 H) and para -tert-butylthiacalix[4]arene (Ks-CN) with strong (SO 3 H) and weak (CN) acidic functionalities, respectively, in the aluminum(III) 2-aminoterephthalate metal organic framework (NH 2 -MIL-101(Al)) cavities. MIL/K-SO 3 H and MIL/Ks-CN materials were prepared by microwave assisted one-step synthesis in situ following to the ship in a bottle approach. According to comprehensive study, textural properties, the morphology and particle sizes of composites depend on the type of the embedded calix[4]arene molecules. Catalytic properties of MIL/K-SO 3 H and MIL/Ks-CN composites were investigated in the synthesis of physiologically active 1,5-benzodiazepines from 1,2-phenylenediamine and ketones (acetone, acetophenone, methyl ethyl ketone). It was found that their catalytic activity can be adjusted by surface acidity, which depends on the nature of the interactions between functional substituents in the arene "bowl" of calix[4]arenes and NH 2 groups in organic linkers of NH 2 -MIL-101(Al) framework. [ABSTRACT FROM AUTHOR] |
| Copyright of Journal of Catalysis is the property of Academic Press Inc. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.) | |
| Database: | Engineering Source |
| FullText | Text: Availability: 0 |
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| Header | DbId: egs DbLabel: Engineering Source An: 134740035 AccessLevel: 6 PubType: Academic Journal PubTypeId: academicJournal PreciseRelevancyScore: 0 |
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| Items | – Name: Title Label: Title Group: Ti Data: Design of novel catalysts for synthesis of 1,5-benzodiazepines from 1,2-phenylenediamine and ketones: NH2-MIL-101(Al) as integrated structural scaffold for catalytic materials based on calix[4]arenes. – Name: Author Label: Authors Group: Au Data: <searchLink fieldCode="AR" term="%22Isaeva%2C+Vera+I%2E%22">Isaeva, Vera I.</searchLink><relatesTo>1</relatesTo><i> sharf@ioc.ac.ru</i><br /><searchLink fieldCode="AR" term="%22Timofeeva%2C+Maria+N%2E%22">Timofeeva, Maria N.</searchLink><relatesTo>1</relatesTo><i> timofeeva@catalysis.ru</i><br /><searchLink fieldCode="AR" term="%22Panchenko%2C+Valentina+N%2E%22">Panchenko, Valentina N.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Lukoyanov%2C+Ivan+A%2E%22">Lukoyanov, Ivan A.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Chernyshev%2C+Vladimir+V%2E%22">Chernyshev, Vladimir V.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Kapustin%2C+Gennady+I%2E%22">Kapustin, Gennady I.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Davshan%2C+Nikolai+A%2E%22">Davshan, Nikolai A.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Kustov%2C+Leonid+M%2E%22">Kustov, Leonid M.</searchLink><relatesTo>1</relatesTo> – Name: TitleSource Label: Source Group: Src Data: <searchLink fieldCode="JN" term="%22Journal+of+Catalysis%22">Journal of Catalysis</searchLink>. Jan2019, Vol. 369, p60-71. 12p. – Name: Subject Label: Subjects Group: Su Data: <searchLink fieldCode="DE" term="%22Benzodiazepines%22">Benzodiazepines</searchLink><br /><searchLink fieldCode="DE" term="%22Phenylenediamines%22">Phenylenediamines</searchLink><br /><searchLink fieldCode="DE" term="%22Ketones%22">Ketones</searchLink><br /><searchLink fieldCode="DE" term="%22Aromatic+compounds%22">Aromatic compounds</searchLink><br /><searchLink fieldCode="DE" term="%22Catalysts%22">Catalysts</searchLink> – Name: Abstract Label: Abstract Group: Ab Data: Graphical abstract Highlights • NH 2 -MIL-101(Al) was used as a scaffold for synthesis of novel catalysts based on calix[4]arenes. • para -Sulfonatocalix[4]arene and para -tert-butylthiacalix[4]arene with CN groups were used. • Ship in a bottle approach was used for microwave assisted one-step synthesis of composites. • Efficiency of composite materials was investigated in the synthesis of 1,5-benzodiazepines. • The host-guest interaction affects the physicochemical and catalytic properties of composites. Abstract Novel nanoporous composites (MIL/K-SO 3 H and MIL/Ks-CN) were synthesized by the encapsulation of para -sulfonatocalix[4]arene (K-SO 3 H) and para -tert-butylthiacalix[4]arene (Ks-CN) with strong (SO 3 H) and weak (CN) acidic functionalities, respectively, in the aluminum(III) 2-aminoterephthalate metal organic framework (NH 2 -MIL-101(Al)) cavities. MIL/K-SO 3 H and MIL/Ks-CN materials were prepared by microwave assisted one-step synthesis in situ following to the ship in a bottle approach. According to comprehensive study, textural properties, the morphology and particle sizes of composites depend on the type of the embedded calix[4]arene molecules. Catalytic properties of MIL/K-SO 3 H and MIL/Ks-CN composites were investigated in the synthesis of physiologically active 1,5-benzodiazepines from 1,2-phenylenediamine and ketones (acetone, acetophenone, methyl ethyl ketone). It was found that their catalytic activity can be adjusted by surface acidity, which depends on the nature of the interactions between functional substituents in the arene "bowl" of calix[4]arenes and NH 2 groups in organic linkers of NH 2 -MIL-101(Al) framework. [ABSTRACT FROM AUTHOR] – Name: AbstractSuppliedCopyright Label: Group: Ab Data: <i>Copyright of Journal of Catalysis is the property of Academic Press Inc. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.) |
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| RecordInfo | BibRecord: BibEntity: Identifiers: – Type: doi Value: 10.1016/j.jcat.2018.10.035 Languages: – Code: eng Text: English PhysicalDescription: Pagination: PageCount: 12 StartPage: 60 Subjects: – SubjectFull: Benzodiazepines Type: general – SubjectFull: Phenylenediamines Type: general – SubjectFull: Ketones Type: general – SubjectFull: Aromatic compounds Type: general – SubjectFull: Catalysts Type: general Titles: – TitleFull: Design of novel catalysts for synthesis of 1,5-benzodiazepines from 1,2-phenylenediamine and ketones: NH2-MIL-101(Al) as integrated structural scaffold for catalytic materials based on calix[4]arenes. Type: main BibRelationships: HasContributorRelationships: – PersonEntity: Name: NameFull: Isaeva, Vera I. – PersonEntity: Name: NameFull: Timofeeva, Maria N. – PersonEntity: Name: NameFull: Panchenko, Valentina N. – PersonEntity: Name: NameFull: Lukoyanov, Ivan A. – PersonEntity: Name: NameFull: Chernyshev, Vladimir V. – PersonEntity: Name: NameFull: Kapustin, Gennady I. – PersonEntity: Name: NameFull: Davshan, Nikolai A. – PersonEntity: Name: NameFull: Kustov, Leonid M. IsPartOfRelationships: – BibEntity: Dates: – D: 01 M: 01 Text: Jan2019 Type: published Y: 2019 Identifiers: – Type: issn-print Value: 00219517 Numbering: – Type: volume Value: 369 Titles: – TitleFull: Journal of Catalysis Type: main |
| ResultId | 1 |
