Synthesis of fullerenyl-1,2,3-triazoles by reaction of fullerenyl azide with terminal acetylenes

被引：3

作者：

Sadretdinova, Zarema R. ^{[1
]}

Akhmetov, Arslan R. ^{[1
]}

Tulyabaev, Artur R. ^{[1
]}

Budnikova, Yulia H. ^{[2
]}

Dudkina, Yulia B. ^{[2
]}

Tuktarov, Airat R. ^{[1
]}

Dzhemilev, Usein M. ^{[1
]}

机构：

[1] Inst Petrochem & Catalysis RAS IPC RAS, Prospect Octyabrya 141, Ufa 450075, Russia

[2] RAS, Arbuzov Inst Organ & Phys Chem, 8 Arhuzov Str, Kazan 420088, Russia

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2021年 / 19卷 / 42期

基金：

俄罗斯科学基金会;

关键词：

ELECTRONIC-PROPERTIES; BUILDING-BLOCKS; CLICK-CHEMISTRY; DERIVATIVES; ACCEPTORS; C-60; METHANOFULLERENES; 1,2,3-TRIAZOLE; TRIAZOLES; POLYMERS;

D O I：

10.1039/d1ob01483h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Fullerenyltriazoles were synthesized by the interaction of azidofullerene with terminal acetylenes, in which the heterocyclic fragment is directly attached to the fullerene core. The electrochemical studies of the synthesized triazole-containing fullerenes have proved that the potentials of the first reduction peaks are shifted to a less cathodic region compared to unmodified C-60. According to theoretical calculations, synthesized fullerene C-60 derivatives can be considered as promising acceptor components of organic solar cells.

引用

页码：9299 / 9305

页数：7

共 40 条

[1] Reactions of fullerene C60 with organometallic azides [J].

Akhmetov, Arslan R. ;

Yarullin, Ildar R. ;

Tuktarov, Airat R. ;

Dzhemilev, Usein M. .

TETRAHEDRON LETTERS, 2014, 55 (28) :3747-3749

[2] Synthesis of 1,2,3-triazolyl nucleoside analogues and their antiviral activity [J].

Andreeva, Olga V. ;

Garifullin, Bulat F. ;

Zarubaev, Vladimir V. ;

Slita, Alexander V. ;

Yesaulkova, Iana L. ;

Saifina, Liliya F. ;

Shulaeva, Marina M. ;

Belenok, Maya G. ;

Semenov, Vyacheslav E. ;

Kataev, Vladimir E. .

MOLECULAR DIVERSITY, 2021, 25 (01) :473-490

[3]

[Anonymous], 2017, J MAT ENV SCI

[4] 1,2,3-Triazole-containing hybrids as leads in medicinal chemistry: A recent overview [J].

Bozorov, Khurshed ;

Zhao, Jiangyu ;

Aisa, Haji A. .

BIOORGANIC & MEDICINAL CHEMISTRY, 2019, 27 (16) :3511-3531

[5] Considerations on electrochemical behavior of NLO chromophores: Relation of redox properties and NLO activity [J].

Budnikova, Yulia H. ;

Dudkina, Yulia B. ;

Kalinin, Alexey A. ;

Balakina, Marina Yu .

ELECTROCHIMICA ACTA, 2021, 368

[6] Electrochemical Considerations for Determining Absolute Frontier Orbital Energy Levels of Conjugated Polymers for Solar Cell Applications [J].

Cardona, Claudia M. ;

Li, Wei ;

Kaifer, Angel E. ;

Stockdale, David ;

Bazan, Guillermo C. .

ADVANCED MATERIALS, 2011, 23 (20) :2367-2371

[7] Electronic Properties of Triazoles. Experimental and Computational Determination of Carbocation and Radical-Stabilizing Properties [J].

Creary, Xavier ;

Chormanski, Kyle ;

Peirats, Gabriel ;

Renneburg, Carol .

JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (11) :5720-5730

[8] Synthesis of fullerene building blocks bearing alkyne or azide groups and their subsequent functionalization by the copper mediated Huisgen 1,3-dipolar cycloaddition [J].

de Freitas, Rossimiriam Pereira ;

Iehl, Julien ;

Delavaux-Nicot, Beatrice ;

Nierengarten, Jean-Francois .

TETRAHEDRON, 2008, 64 (50) :11409-11419

[9] Applications of Metal-Free 1,2,4-Triazole Derivatives in Materials Science [J].

Diaz-Ortiz, Angel ;

Prieto, Pilar ;

Carrillo, Jose R. ;

Martin, Raul ;

Torres, Ivan .

CURRENT ORGANIC CHEMISTRY, 2015, 19 (07) :568-584

[10] In vitro and in vivo endocrine disrupting effects of the azole fungicides triticonazole and flusilazole [J].

Draskau, Monica Kam ;

Boberg, Julie ;

Taxvig, Camilla ;

Pedersen, Mikael ;

Frandsen, Henrik Lauritz ;

Christiansen, Sofie ;

Svingen, Terje .

ENVIRONMENTAL POLLUTION, 2019, 255

← 1 2 3 4 →