Fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties

A large series of disubstituted fulleropyrrolidines was synthesized and analyzed by cyclic voltammetry. The three main groups of target compounds differ by a flexible N-chain, while their further diversity was achieved by the introduction of various rigid, aryl substituents at the pyrrolidine carbon...

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Autores principales:	Jovanović Dragana, Stanojković Jovana, Halilović Dženeta, Kolašinac Rejhana, Kop Tatjana J., Bjelaković Mira S., Milić Dragana R.
Formato:	article
Lenguaje:	EN
Publicado:	Serbian Chemical Society 2021
Materias:	fullerene cyclic voltammetry substituents’ flexibility Chemistry QD1-999
Acceso en línea:	https://doaj.org/article/b93fefd32123482c960b59686592e929
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spelling	oai:doaj.org-article:b93fefd32123482c960b59686592e9292021-11-22T11:03:41ZFulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties0352-51391820-742110.2298/JSC210708069Jhttps://doaj.org/article/b93fefd32123482c960b59686592e9292021-01-01T00:00:00Zhttp://www.doiserbia.nb.rs/img/doi/0352-5139/2021/0352-51392100069J.pdfhttps://doaj.org/toc/0352-5139https://doaj.org/toc/1820-7421A large series of disubstituted fulleropyrrolidines was synthesized and analyzed by cyclic voltammetry. The three main groups of target compounds differ by a flexible N-chain, while their further diversity was achieved by the introduction of various rigid, aryl substituents at the pyrrolidine carbon. Some dialkyl analogues were also designed for comparison, A standard [3+2]- cycloaddition of in situ generated azomethine ylides to C60 afforded a variety of disubstituted fulleropyrrolidines. Furthermore, a set of dumbbell-shaped di(fulleropyrrolidine) derivatives containing rigid fumaryl or isophthaloyl diamide platform was prepared with the aim of investigating a long-range effect of the second fulleropyrrolidine moiety on their electrochemical properties. All compounds were fully characterized by comparative analysis of spectral data, while examination of electrochemical properties was performed on representative samples, distinguished by main structural subunits. All compounds expressed quite similar electron-accepting ability, lower than C60, but higher in comparison to structurally similar N-methylfulleropyrrolidine.Jovanović DraganaStanojković JovanaHalilović DženetaKolašinac RejhanaKop Tatjana J.Bjelaković Mira S.Milić Dragana R.Serbian Chemical Society articlefullerenecyclic voltammetrysubstituents’ flexibilityChemistryQD1-999ENJournal of the Serbian Chemical Society, Vol 86, Iss 11, Pp 1023-1037 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	fullerene cyclic voltammetry substituents’ flexibility Chemistry QD1-999
spellingShingle	fullerene cyclic voltammetry substituents’ flexibility Chemistry QD1-999 Jovanović Dragana Stanojković Jovana Halilović Dženeta Kolašinac Rejhana Kop Tatjana J. Bjelaković Mira S. Milić Dragana R. Fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties
description	A large series of disubstituted fulleropyrrolidines was synthesized and analyzed by cyclic voltammetry. The three main groups of target compounds differ by a flexible N-chain, while their further diversity was achieved by the introduction of various rigid, aryl substituents at the pyrrolidine carbon. Some dialkyl analogues were also designed for comparison, A standard [3+2]- cycloaddition of in situ generated azomethine ylides to C60 afforded a variety of disubstituted fulleropyrrolidines. Furthermore, a set of dumbbell-shaped di(fulleropyrrolidine) derivatives containing rigid fumaryl or isophthaloyl diamide platform was prepared with the aim of investigating a long-range effect of the second fulleropyrrolidine moiety on their electrochemical properties. All compounds were fully characterized by comparative analysis of spectral data, while examination of electrochemical properties was performed on representative samples, distinguished by main structural subunits. All compounds expressed quite similar electron-accepting ability, lower than C60, but higher in comparison to structurally similar N-methylfulleropyrrolidine.
format	article
author	Jovanović Dragana Stanojković Jovana Halilović Dženeta Kolašinac Rejhana Kop Tatjana J. Bjelaković Mira S. Milić Dragana R.
author_facet	Jovanović Dragana Stanojković Jovana Halilović Dženeta Kolašinac Rejhana Kop Tatjana J. Bjelaković Mira S. Milić Dragana R.
author_sort	Jovanović Dragana
title	Fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties
title_short	Fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties
title_full	Fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties
title_fullStr	Fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties
title_full_unstemmed	Fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties
title_sort	fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties
publisher	Serbian Chemical Society
publishDate	2021
url	https://doaj.org/article/b93fefd32123482c960b59686592e929
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Fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties

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