Synthesis and Electrochemical Properties of Fullerenylstyrenes

Tuktarov, Airat R.; Chobanov, Nuri M.; Budnikova, Yu. G.; Dudkina, Yulia B.; Джемилев, У. М.

doi:10.1021/acs.joc.9b02728

Cited by 8 publications

(4 citation statements)

References 32 publications

(52 reference statements)

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“…The LUMO energies of furano fullerene 3b and 3d, and methano fullerene 4b and 4d were calculated using equation: E(LUMO) ¼ À(E red1 1/2 + 4.80). 28 To obtain better understanding of chemical and electrochemical properties of investigated compounds, furano and methano fullerenes were examined by DFT calculations. The results of the calculations show that furano fullerenes are between 8.10-8.20 kcal mol À1 more stable than corresponding methano fullerenes (Table S1 †).…”

Section: Resultsmentioning

confidence: 99%

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Selective formation of dihydrofuran fused [60] fullerene derivatives by TEMPO mediated [3 + 2] cycloaddition of medium chain β-keto esters to C₆₀

et al. 2021

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Section: Resultsmentioning

confidence: 99%

“…The LUMO energies of furano fullerene 3b and 3d, and methano fullerene 4b and 4d were calculated using equation: E (LUMO) = −( E red1 1/2 + 4.80). 28 …”

Section: Resultsmentioning

confidence: 99%

Selective formation of dihydrofuran fused [60] fullerene derivatives by TEMPO mediated [3 + 2] cycloaddition of medium chain β-keto esters to C₆₀

et al. 2021

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“…The search for organic semiconductors for creating field-effect thin-film transistors is an urgent task. It is known from the literature [12,13] that manufactured organic field-effect transistors based on styrylfullerenes are significantly superior in efficiency to devices created on the basis of PCBM. Based on the above, it follows that C 60 fullerene derivatives are promising objects for creating organic systems that can act as n-type semiconductors.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of C60 Fullerene Hexakis Adducts Based on Strained Polycyclic Hydrocarbons and Their Application in Organic Electronics

Akhmetov,

Aminov,

Sadretdinova

et al. 2023

Ecsoc 2023

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“…Additionally, the electrochemical properties of fullerene cages have been tuned through the chemical modification of the carbon sphere. [63][64][65] Therefore, fullerene-based macromolecular systems exhibit n-doped properties. Fullerene moieties incorporated into the polymer chain can be reduced and may transfer a negative charge through the polymeric material.…”

Section: Introductionmentioning

confidence: 99%

Fullerene‐Based Conducting Polymers:n‐Dopable Materials for Charge Storage Application

Grądzka

Wysocka‐Żołopa

Winkler

2020

Advanced Energy Materials

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structure, which can be easily covalently modified. Progress in extensive organic chemistry of fullerene development facilitates the production of a variety of fullerene derivatives with different structures and physicochemical properties. Additionally, the polyhedral structure of fullerenes containing a large number of bonding sites provides an opportunity for a wide range of covalent modifications. Polymeric structures containing fullerene moieties represent a particularly large class of materials in terms of their number, composition, structure, morphology, and physicochemical properties. [24-29] Some of the most common structures of these polymeric materials are schematically shown in Figure 1. The simplest and most common structures are composites formed from the polymeric chains and fullerenes. Fullerenes form a crystalline phase in the polymeric matrix [30] or are incorporated as guest molecules into polymeric chain containing host moieties. [31] In both cases, covalent interactions are not formed between fullerenes and the polymeric network. However, van der Waals and electrostatic interactions, as well as possible charge transfer between both components of the composite significantly modulate the electronic structure of the polymer/fullerene interphase. [32,33] A stronger electronic interaction between the polymer component and fullerene moieties is expected for the system in which carbon cages are covalently bound to the polymeric chain or covalently incorporated into the polymeric backbone. In the case of in-chain structures, fullerene moieties are separated by short organic conjugated linkers, [34-37] small inorganic linkers, [37-39] or metal atoms and metal complexes. [7,8,29,40-42] A large group of fullerene-based materials consists of organic conducting polymers containing fullerenes attached covalently to the polymer chain by the linker. [43-46] The physicochemical properties of these materials depend on the polymer chain, linker structures, and the density of fullerene moieties within the polymeric material. Similar to olefins, fullerene form homopolymers through [2+2] cycloaddition. [47-51] Fullerene homopolymers, in-chain and side chain fullerene polymers can be cross-linked to form 3D polymeric structures. A large number of reactive π-bond centers in the fullerene moiety enable the formation of star-shaped macromolecular systems with polymeric chains covalently grafted to the C 60. [52-57] In common structures, the number of linked This article provides a comprehensive review of research related to the formation and electrochemical properties of fullerene-based conducting polymeric materials. The paper begins with an overview of composites containing fullerenes incorporated into the network of a conducting polymer through van der Walls, electrostatic, or guest-host interactions. The properties of these composites are generally a superposition of the properties of the individual components. More attention is devoted to the structures in which fullerene is covalently incorporated into the polyme...

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Synthesis and Electrochemical Properties of Fullerenylstyrenes

Cited by 8 publications

References 32 publications

Selective formation of dihydrofuran fused [60] fullerene derivatives by TEMPO mediated [3 + 2] cycloaddition of medium chain β-keto esters to C₆₀

Selective formation of dihydrofuran fused [60] fullerene derivatives by TEMPO mediated [3 + 2] cycloaddition of medium chain β-keto esters to C₆₀

Synthesis of C60 Fullerene Hexakis Adducts Based on Strained Polycyclic Hydrocarbons and Their Application in Organic Electronics

Fullerene‐Based Conducting Polymers:n‐Dopable Materials for Charge Storage Application

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Synthesis and Electrochemical Properties of Fullerenylstyrenes

Cited by 8 publications

References 32 publications

Selective formation of dihydrofuran fused [60] fullerene derivatives by TEMPO mediated [3 + 2] cycloaddition of medium chain β-keto esters to C60

Selective formation of dihydrofuran fused [60] fullerene derivatives by TEMPO mediated [3 + 2] cycloaddition of medium chain β-keto esters to C60

Synthesis of C60 Fullerene Hexakis Adducts Based on Strained Polycyclic Hydrocarbons and Their Application in Organic Electronics

Fullerene‐Based Conducting Polymers:n‐Dopable Materials for Charge Storage Application

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Selective formation of dihydrofuran fused [60] fullerene derivatives by TEMPO mediated [3 + 2] cycloaddition of medium chain β-keto esters to C₆₀

Selective formation of dihydrofuran fused [60] fullerene derivatives by TEMPO mediated [3 + 2] cycloaddition of medium chain β-keto esters to C₆₀