Reversible Diels–Alder Addition to Fullerenes: A Study of Dimethylanthracene with H<sub>2</sub>@C<sub>60</sub>

The study of isolated atoms or molecules inside a fullerene cavity provides a unique environment. It is likely to control the outer carbon cage and study the isolated species when molecules or atoms are trapped inside a fullerene. We report the Diels–Alder addition reaction of 9,10-dimethyl anthrace...

Full description

Bibliographic Details
Main Authors: Mahboob Subhani, Jinrong Zhou, Yuguang Sui, Huijing Zou, Michael Frunzi, James Cross, Martin Saunders, Cijun Shuai, Wenjie Liang, Hai Xu
Format: Article
Language:English
Published: MDPI AG 2022-05-01
Series:Nanomaterials
Subjects:
Online Access:https://www.mdpi.com/2079-4991/12/10/1667
_version_ 1797497325880344576
author Mahboob Subhani
Jinrong Zhou
Yuguang Sui
Huijing Zou
Michael Frunzi
James Cross
Martin Saunders
Cijun Shuai
Wenjie Liang
Hai Xu
author_facet Mahboob Subhani
Jinrong Zhou
Yuguang Sui
Huijing Zou
Michael Frunzi
James Cross
Martin Saunders
Cijun Shuai
Wenjie Liang
Hai Xu
author_sort Mahboob Subhani
collection DOAJ
description The study of isolated atoms or molecules inside a fullerene cavity provides a unique environment. It is likely to control the outer carbon cage and study the isolated species when molecules or atoms are trapped inside a fullerene. We report the Diels–Alder addition reaction of 9,10-dimethyl anthracene (DMA) to H<sub>2</sub>@C<sub>60</sub> while <sup>1</sup>H NMR spectroscopy is utilized to characterize the Diels–Alder reaction of the DMA with the fullerene. Through <sup>1</sup>H NMR spectroscopy, a series of isomeric adducts are identified. The obtained peaks are sharp, precise, and straightforward. Moreover, in this paper, H<sub>2</sub>@C<sub>60</sub> and its isomers are described for the first time.
first_indexed 2024-03-10T03:17:18Z
format Article
id doaj.art-f06bc408a905475a8369f7d6ffb8a792
institution Directory Open Access Journal
issn 2079-4991
language English
last_indexed 2024-03-10T03:17:18Z
publishDate 2022-05-01
publisher MDPI AG
record_format Article
series Nanomaterials
spelling doaj.art-f06bc408a905475a8369f7d6ffb8a7922023-11-23T12:26:21ZengMDPI AGNanomaterials2079-49912022-05-011210166710.3390/nano12101667Reversible Diels–Alder Addition to Fullerenes: A Study of Dimethylanthracene with H<sub>2</sub>@C<sub>60</sub>Mahboob Subhani0Jinrong Zhou1Yuguang Sui2Huijing Zou3Michael Frunzi4James Cross5Martin Saunders6Cijun Shuai7Wenjie Liang8Hai Xu9College of Chemistry and Chemical Engineering, Central South University, South Lushan Road, Changsha 410083, ChinaCollege of Chemistry and Chemical Engineering, Central South University, South Lushan Road, Changsha 410083, ChinaCollege of Chemistry and Chemical Engineering, Central South University, South Lushan Road, Changsha 410083, ChinaDepartment of Biology, College of Arts and Science, New York University, New York, NY 10012, USADepartment of Chemistry, Yale University, New Haven, CT 06520, USADepartment of Chemistry, Yale University, New Haven, CT 06520, USADepartment of Chemistry, Yale University, New Haven, CT 06520, USACollege of Mechanical and Electrical Engineering, Central South University, South Lushan Road, Changsha 410083, ChinaCollege of Chemistry and Chemical Engineering, Central South University, South Lushan Road, Changsha 410083, ChinaCollege of Chemistry and Chemical Engineering, Central South University, South Lushan Road, Changsha 410083, ChinaThe study of isolated atoms or molecules inside a fullerene cavity provides a unique environment. It is likely to control the outer carbon cage and study the isolated species when molecules or atoms are trapped inside a fullerene. We report the Diels–Alder addition reaction of 9,10-dimethyl anthracene (DMA) to H<sub>2</sub>@C<sub>60</sub> while <sup>1</sup>H NMR spectroscopy is utilized to characterize the Diels–Alder reaction of the DMA with the fullerene. Through <sup>1</sup>H NMR spectroscopy, a series of isomeric adducts are identified. The obtained peaks are sharp, precise, and straightforward. Moreover, in this paper, H<sub>2</sub>@C<sub>60</sub> and its isomers are described for the first time.https://www.mdpi.com/2079-4991/12/10/1667<sup>1</sup>H NMR spectroscopyDiels–Alder reaction9,10-dimethylanthracenefullereneH<sub>2</sub>@C<sub>60</sub>
spellingShingle Mahboob Subhani
Jinrong Zhou
Yuguang Sui
Huijing Zou
Michael Frunzi
James Cross
Martin Saunders
Cijun Shuai
Wenjie Liang
Hai Xu
Reversible Diels–Alder Addition to Fullerenes: A Study of Dimethylanthracene with H<sub>2</sub>@C<sub>60</sub>
Nanomaterials
<sup>1</sup>H NMR spectroscopy
Diels–Alder reaction
9,10-dimethylanthracene
fullerene
H<sub>2</sub>@C<sub>60</sub>
title Reversible Diels–Alder Addition to Fullerenes: A Study of Dimethylanthracene with H<sub>2</sub>@C<sub>60</sub>
title_full Reversible Diels–Alder Addition to Fullerenes: A Study of Dimethylanthracene with H<sub>2</sub>@C<sub>60</sub>
title_fullStr Reversible Diels–Alder Addition to Fullerenes: A Study of Dimethylanthracene with H<sub>2</sub>@C<sub>60</sub>
title_full_unstemmed Reversible Diels–Alder Addition to Fullerenes: A Study of Dimethylanthracene with H<sub>2</sub>@C<sub>60</sub>
title_short Reversible Diels–Alder Addition to Fullerenes: A Study of Dimethylanthracene with H<sub>2</sub>@C<sub>60</sub>
title_sort reversible diels alder addition to fullerenes a study of dimethylanthracene with h sub 2 sub c sub 60 sub
topic <sup>1</sup>H NMR spectroscopy
Diels–Alder reaction
9,10-dimethylanthracene
fullerene
H<sub>2</sub>@C<sub>60</sub>
url https://www.mdpi.com/2079-4991/12/10/1667
work_keys_str_mv AT mahboobsubhani reversibledielsalderadditiontofullerenesastudyofdimethylanthracenewithhsub2subcsub60sub
AT jinrongzhou reversibledielsalderadditiontofullerenesastudyofdimethylanthracenewithhsub2subcsub60sub
AT yuguangsui reversibledielsalderadditiontofullerenesastudyofdimethylanthracenewithhsub2subcsub60sub
AT huijingzou reversibledielsalderadditiontofullerenesastudyofdimethylanthracenewithhsub2subcsub60sub
AT michaelfrunzi reversibledielsalderadditiontofullerenesastudyofdimethylanthracenewithhsub2subcsub60sub
AT jamescross reversibledielsalderadditiontofullerenesastudyofdimethylanthracenewithhsub2subcsub60sub
AT martinsaunders reversibledielsalderadditiontofullerenesastudyofdimethylanthracenewithhsub2subcsub60sub
AT cijunshuai reversibledielsalderadditiontofullerenesastudyofdimethylanthracenewithhsub2subcsub60sub
AT wenjieliang reversibledielsalderadditiontofullerenesastudyofdimethylanthracenewithhsub2subcsub60sub
AT haixu reversibledielsalderadditiontofullerenesastudyofdimethylanthracenewithhsub2subcsub60sub