Deep-red circularly polarised luminescent C70 derivatives

Abstract Optically active fullerenes, including C60 and C70 derivatives carrying organic substituents, are used in a range of applications because of their unique spectroscopic, catalytic, and chiral recognition properties. However, their inherent photoexcited chirality is yet to be elucidated becau...

Descripción completa

Guardado en:

Detalles Bibliográficos
Autores principales:	Haruka Kano, Hironobu Hayashi, Kyohei Matsuo, Michiya Fujiki, Hiroko Yamada, Naoki Aratani
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2021
Materias:	Medicine R Science Q
Acceso en línea:	https://doaj.org/article/77da8b758a2c4b2685641f5d8df22f04
Etiquetas:	Agregar Etiqueta Sin Etiquetas, Sea el primero en etiquetar este registro!

id	oai:doaj.org-article:77da8b758a2c4b2685641f5d8df22f04
record_format	dspace
spelling	oai:doaj.org-article:77da8b758a2c4b2685641f5d8df22f042021-12-02T17:34:48ZDeep-red circularly polarised luminescent C70 derivatives10.1038/s41598-021-91451-52045-2322https://doaj.org/article/77da8b758a2c4b2685641f5d8df22f042021-06-01T00:00:00Zhttps://doi.org/10.1038/s41598-021-91451-5https://doaj.org/toc/2045-2322Abstract Optically active fullerenes, including C60 and C70 derivatives carrying organic substituents, are used in a range of applications because of their unique spectroscopic, catalytic, and chiral recognition properties. However, their inherent photoexcited chirality is yet to be elucidated because of their very poor fluorescence quantum yield (Φ f). We synthesised a new chiral C70 derivative, X70A, with 20% yield, by reacting bis-borylated xanthene with C70 in a one-step double addition reaction, followed by a successful optical resolution. The isolation of two separate X70A enantiomers was confirmed by mirror-image circular dichroism spectroscopy in the range of 300–750 nm. In toluene, the enantiomeric pair of X70A clearly revealed mirror-image circularly polarised luminescence (CPL) spectra with a high \|g lum\| value of 7.0 × 10−3 at 690 nm. The first fullerene-based deep-red CPL of X70A should provide a new guideline for the design of chiral nanocarbon materials.Haruka KanoHironobu HayashiKyohei MatsuoMichiya FujikiHiroko YamadaNaoki ArataniNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 11, Iss 1, Pp 1-9 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	Medicine R Science Q
spellingShingle	Medicine R Science Q Haruka Kano Hironobu Hayashi Kyohei Matsuo Michiya Fujiki Hiroko Yamada Naoki Aratani Deep-red circularly polarised luminescent C70 derivatives
description	Abstract Optically active fullerenes, including C60 and C70 derivatives carrying organic substituents, are used in a range of applications because of their unique spectroscopic, catalytic, and chiral recognition properties. However, their inherent photoexcited chirality is yet to be elucidated because of their very poor fluorescence quantum yield (Φ f). We synthesised a new chiral C70 derivative, X70A, with 20% yield, by reacting bis-borylated xanthene with C70 in a one-step double addition reaction, followed by a successful optical resolution. The isolation of two separate X70A enantiomers was confirmed by mirror-image circular dichroism spectroscopy in the range of 300–750 nm. In toluene, the enantiomeric pair of X70A clearly revealed mirror-image circularly polarised luminescence (CPL) spectra with a high \|g lum\| value of 7.0 × 10−3 at 690 nm. The first fullerene-based deep-red CPL of X70A should provide a new guideline for the design of chiral nanocarbon materials.
format	article
author	Haruka Kano Hironobu Hayashi Kyohei Matsuo Michiya Fujiki Hiroko Yamada Naoki Aratani
author_facet	Haruka Kano Hironobu Hayashi Kyohei Matsuo Michiya Fujiki Hiroko Yamada Naoki Aratani
author_sort	Haruka Kano
title	Deep-red circularly polarised luminescent C70 derivatives
title_short	Deep-red circularly polarised luminescent C70 derivatives
title_full	Deep-red circularly polarised luminescent C70 derivatives
title_fullStr	Deep-red circularly polarised luminescent C70 derivatives
title_full_unstemmed	Deep-red circularly polarised luminescent C70 derivatives
title_sort	deep-red circularly polarised luminescent c70 derivatives
publisher	Nature Portfolio
publishDate	2021
url	https://doaj.org/article/77da8b758a2c4b2685641f5d8df22f04
work_keys_str_mv	AT harukakano deepredcircularlypolarisedluminescentc70derivatives AT hironobuhayashi deepredcircularlypolarisedluminescentc70derivatives AT kyoheimatsuo deepredcircularlypolarisedluminescentc70derivatives AT michiyafujiki deepredcircularlypolarisedluminescentc70derivatives AT hirokoyamada deepredcircularlypolarisedluminescentc70derivatives AT naokiaratani deepredcircularlypolarisedluminescentc70derivatives
_version_	1718379948709773312

Deep-red circularly polarised luminescent C70 derivatives

Ejemplares similares