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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Bibliographic Details
Published in:Beilstein journal of organic chemistry 2020-04, Vol.16 (1), p.681-690
Main Authors: Yakiyama, Yumi, Hishikawa, Shota, Sakurai, Hidehiro
Format: Article
Language:English
Subjects:
buckybowl
c70
Chemistry
Crystal structure
Full Research Paper
Hydrogen bonds
Intermediates
Optical properties
rearrangement through c–h bond activation
Spectroscopy
Temperature
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Summary: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.
ISSN:2195-951X
1860-5397
1860-5397
DOI:10.3762/bjoc.16.66