Synthesis of C70-fragment buckybowls bearing alkoxy substituents

Synthesis of C70-fragment buckybowls bearing alkoxy substituents

Buckybowls bearing a C70 fragment having two alkoxy groups were synthesized and their structural and optical properties were investigated by single crystal X-ray analysis and UV–vis spectroscopy. In the synthesis of dioxole derivative 5b, the regioisomer 5c was also produced. The yield of 5c was inc...

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Main Authors: Yumi Yakiyama, Shota Hishikawa, Hidehiro Sakurai
Format: Article
Language:English
Published: Beilstein-Institut 2020-04-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
buckybowl
c70
rearrangement through c–h bond activation
Online Access:https://doi.org/10.3762/bjoc.16.66
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spelling doaj-12da3febe19b4c789be6d3a6270eb55f2021-04-02T11:59:34ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972020-04-0116168169010.3762/bjoc.16.661860-5397-16-66Synthesis of C70-fragment buckybowls bearing alkoxy substituentsYumi Yakiyama0Shota Hishikawa1Hidehiro Sakurai2Division of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, JapanDivision of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, JapanDivision of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, JapanBuckybowls bearing a C70 fragment having two alkoxy groups were synthesized and their structural and optical properties were investigated by single crystal X-ray analysis and UV–vis spectroscopy. In the synthesis of dioxole derivative 5b, the regioisomer 5c was also produced. The yield of 5c was increased by increasing the reaction temperature, indicating that the rearrangement might involve the equilibrium between the Pd(IV) intermediates through C–H bond activation.https://doi.org/10.3762/bjoc.16.66buckybowlc70rearrangement through c–h bond activation
collection DOAJ
language English
format Article
sources DOAJ
author Yumi Yakiyama
Shota Hishikawa
Hidehiro Sakurai
spellingShingle Yumi Yakiyama
Shota Hishikawa
Hidehiro Sakurai
Synthesis of C70-fragment buckybowls bearing alkoxy substituents
Beilstein Journal of Organic Chemistry
buckybowl
c70
rearrangement through c–h bond activation
author_facet Yumi Yakiyama
Shota Hishikawa
Hidehiro Sakurai
author_sort Yumi Yakiyama
title Synthesis of C70-fragment buckybowls bearing alkoxy substituents
title_short Synthesis of C70-fragment buckybowls bearing alkoxy substituents
title_full Synthesis of C70-fragment buckybowls bearing alkoxy substituents
title_fullStr Synthesis of C70-fragment buckybowls bearing alkoxy substituents
title_full_unstemmed Synthesis of C70-fragment buckybowls bearing alkoxy substituents
title_sort synthesis of c70-fragment buckybowls bearing alkoxy substituents
publisher Beilstein-Institut
series Beilstein Journal of Organic Chemistry
issn 1860-5397
publishDate 2020-04-01
description Buckybowls bearing a C70 fragment having two alkoxy groups were synthesized and their structural and optical properties were investigated by single crystal X-ray analysis and UV–vis spectroscopy. In the synthesis of dioxole derivative 5b, the regioisomer 5c was also produced. The yield of 5c was increased by increasing the reaction temperature, indicating that the rearrangement might involve the equilibrium between the Pd(IV) intermediates through C–H bond activation.
topic buckybowl
c70
rearrangement through c–h bond activation
url https://doi.org/10.3762/bjoc.16.66
work_keys_str_mv AT yumiyakiyama synthesisofc70fragmentbuckybowlsbearingalkoxysubstituents
AT shotahishikawa synthesisofc70fragmentbuckybowlsbearingalkoxysubstituents
AT hidehirosakurai synthesisofc70fragmentbuckybowlsbearingalkoxysubstituents
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