Heptagon-Containing Saddle-Shaped Nanographenes: Self-Association and Complexation Studies with Polycyclic Aromatic Hydrocarbons and Fullerenes
Abstract Supramolecular interactions between molecules of the same or different nature determine to a great extent the degree of their applicability in many fields of science. To this regard, planar polycyclic aromatic hydrocarbons (PAHs) and their nanometric congeners, nanographenes (NGs), as well...
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Format: | Article |
Language: | English |
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Georg Thieme Verlag
2021-01-01
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Series: | Organic Materials |
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Online Access: | http://www.thieme-connect.de/DOI/DOI?10.1055/s-0041-1722848 |
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author | Arthur H. G. David Sandra Míguez-Lago Carlos M. Cruz Juan M. Cuerva Victor Blanco Araceli G. Campaña |
author_facet | Arthur H. G. David Sandra Míguez-Lago Carlos M. Cruz Juan M. Cuerva Victor Blanco Araceli G. Campaña |
author_sort | Arthur H. G. David |
collection | DOAJ |
description | Abstract
Supramolecular interactions between molecules of the same or different nature determine to a great extent the degree of their applicability in many fields of science. To this regard, planar polycyclic aromatic hydrocarbons (PAHs) and their nanometric congeners, nanographenes (NGs), as well as positively curved ones, as for instance corannulene, have been extensively explored. However, negatively curved saddle-shaped NGs have remained a curiosity to date within this field. Therefore, here we communicate the first systematic study on the supramolecular behavior of heptagon-containing hexa-peri-hexabenzocoronene analogues. Thus, their self-association and host–guest complexation processes with both flat and curved PAHs, and fullerenes have been studied by means of 1H and 13C NMR titrations in solution, identifying C70 as one of the guests with the highest association constant among all the ones tested. |
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issn | 2625-1825 |
language | English |
last_indexed | 2024-12-22T20:47:31Z |
publishDate | 2021-01-01 |
publisher | Georg Thieme Verlag |
record_format | Article |
series | Organic Materials |
spelling | doaj.art-c880afe40c4944958e806499b56e97292022-12-21T18:13:11ZengGeorg Thieme VerlagOrganic Materials2625-18252021-01-01030105105910.1055/s-0041-1722848Heptagon-Containing Saddle-Shaped Nanographenes: Self-Association and Complexation Studies with Polycyclic Aromatic Hydrocarbons and FullerenesArthur H. G. David0Sandra Míguez-Lago1Carlos M. Cruz2Juan M. Cuerva3Victor Blanco4Araceli G. Campaña5Department of Organic Chemistry, Faculty of Sciences, University of Granada. Avda. Fuente Nueva S/N, 18071, Granada, SpainDepartment of Organic Chemistry, Faculty of Sciences, University of Granada. Avda. Fuente Nueva S/N, 18071, Granada, SpainDepartment of Organic Chemistry, Faculty of Sciences, University of Granada. Avda. Fuente Nueva S/N, 18071, Granada, SpainDepartment of Organic Chemistry, Faculty of Sciences, University of Granada. Avda. Fuente Nueva S/N, 18071, Granada, SpainDepartment of Organic Chemistry, Faculty of Sciences, University of Granada. Avda. Fuente Nueva S/N, 18071, Granada, SpainDepartment of Organic Chemistry, Faculty of Sciences, University of Granada. Avda. Fuente Nueva S/N, 18071, Granada, SpainAbstract Supramolecular interactions between molecules of the same or different nature determine to a great extent the degree of their applicability in many fields of science. To this regard, planar polycyclic aromatic hydrocarbons (PAHs) and their nanometric congeners, nanographenes (NGs), as well as positively curved ones, as for instance corannulene, have been extensively explored. However, negatively curved saddle-shaped NGs have remained a curiosity to date within this field. Therefore, here we communicate the first systematic study on the supramolecular behavior of heptagon-containing hexa-peri-hexabenzocoronene analogues. Thus, their self-association and host–guest complexation processes with both flat and curved PAHs, and fullerenes have been studied by means of 1H and 13C NMR titrations in solution, identifying C70 as one of the guests with the highest association constant among all the ones tested.http://www.thieme-connect.de/DOI/DOI?10.1055/s-0041-1722848nanographenescontorted aromaticssupramolecular chemistryhost–guest systemsheptacyclic polyarenesmolecular recognition |
spellingShingle | Arthur H. G. David Sandra Míguez-Lago Carlos M. Cruz Juan M. Cuerva Victor Blanco Araceli G. Campaña Heptagon-Containing Saddle-Shaped Nanographenes: Self-Association and Complexation Studies with Polycyclic Aromatic Hydrocarbons and Fullerenes Organic Materials nanographenes contorted aromatics supramolecular chemistry host–guest systems heptacyclic polyarenes molecular recognition |
title | Heptagon-Containing Saddle-Shaped Nanographenes: Self-Association and Complexation Studies with Polycyclic Aromatic Hydrocarbons and Fullerenes |
title_full | Heptagon-Containing Saddle-Shaped Nanographenes: Self-Association and Complexation Studies with Polycyclic Aromatic Hydrocarbons and Fullerenes |
title_fullStr | Heptagon-Containing Saddle-Shaped Nanographenes: Self-Association and Complexation Studies with Polycyclic Aromatic Hydrocarbons and Fullerenes |
title_full_unstemmed | Heptagon-Containing Saddle-Shaped Nanographenes: Self-Association and Complexation Studies with Polycyclic Aromatic Hydrocarbons and Fullerenes |
title_short | Heptagon-Containing Saddle-Shaped Nanographenes: Self-Association and Complexation Studies with Polycyclic Aromatic Hydrocarbons and Fullerenes |
title_sort | heptagon containing saddle shaped nanographenes self association and complexation studies with polycyclic aromatic hydrocarbons and fullerenes |
topic | nanographenes contorted aromatics supramolecular chemistry host–guest systems heptacyclic polyarenes molecular recognition |
url | http://www.thieme-connect.de/DOI/DOI?10.1055/s-0041-1722848 |
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