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7,7′-(3,3′-Dibenzyl-3H,3′H-4,4′-bi-1,2,3-triazole-5,5′-diyl)bis(4-methyl-2H-chromen-2-one)
The title compound, a bis-5,5′-triazole, C(38)H(28)N(6)O(4), was observed as a side-product from the Sharpless–Meldal click reaction of the corresponding coumarin alkyne and benzylazide. Although the compound was present as a minor component, it crystallized in preference to the major product. The...
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2008
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959342/ https://www.ncbi.nlm.nih.gov/pubmed/21201119 http://dx.doi.org/10.1107/S1600536808028250 |
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author | Key, Jessie A. Cairo, Christopher W. Ferguson, Michael J. |
author_facet | Key, Jessie A. Cairo, Christopher W. Ferguson, Michael J. |
author_sort | Key, Jessie A. |
collection | PubMed |
description | The title compound, a bis-5,5′-triazole, C(38)H(28)N(6)O(4), was observed as a side-product from the Sharpless–Meldal click reaction of the corresponding coumarin alkyne and benzylazide. Although the compound was present as a minor component, it crystallized in preference to the major product. The two triazole rings are almost orthogonal to each other [dihedral angle = 83.8 (1)°]. However the 4 and 4′ coumarin systems are close to coplanar with their respective triazole rings [23.6 (1) and 15.1 (1)°]. Each of the benzene rings packs approximately face-to-face with the opposing coumarin ring systems, with interplanar angles of 7.7 (1) and 25.3 (1)° and distances of 3.567 (2) and 3.929 (2) Å between the respective centroids of the opposing rings. |
format | Text |
id | pubmed-2959342 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29593422010-12-30 7,7′-(3,3′-Dibenzyl-3H,3′H-4,4′-bi-1,2,3-triazole-5,5′-diyl)bis(4-methyl-2H-chromen-2-one) Key, Jessie A. Cairo, Christopher W. Ferguson, Michael J. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, a bis-5,5′-triazole, C(38)H(28)N(6)O(4), was observed as a side-product from the Sharpless–Meldal click reaction of the corresponding coumarin alkyne and benzylazide. Although the compound was present as a minor component, it crystallized in preference to the major product. The two triazole rings are almost orthogonal to each other [dihedral angle = 83.8 (1)°]. However the 4 and 4′ coumarin systems are close to coplanar with their respective triazole rings [23.6 (1) and 15.1 (1)°]. Each of the benzene rings packs approximately face-to-face with the opposing coumarin ring systems, with interplanar angles of 7.7 (1) and 25.3 (1)° and distances of 3.567 (2) and 3.929 (2) Å between the respective centroids of the opposing rings. International Union of Crystallography 2008-09-13 /pmc/articles/PMC2959342/ /pubmed/21201119 http://dx.doi.org/10.1107/S1600536808028250 Text en © Key et al. 2008 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Organic Papers Key, Jessie A. Cairo, Christopher W. Ferguson, Michael J. 7,7′-(3,3′-Dibenzyl-3H,3′H-4,4′-bi-1,2,3-triazole-5,5′-diyl)bis(4-methyl-2H-chromen-2-one) |
title | 7,7′-(3,3′-Dibenzyl-3H,3′H-4,4′-bi-1,2,3-triazole-5,5′-diyl)bis(4-methyl-2H-chromen-2-one) |
title_full | 7,7′-(3,3′-Dibenzyl-3H,3′H-4,4′-bi-1,2,3-triazole-5,5′-diyl)bis(4-methyl-2H-chromen-2-one) |
title_fullStr | 7,7′-(3,3′-Dibenzyl-3H,3′H-4,4′-bi-1,2,3-triazole-5,5′-diyl)bis(4-methyl-2H-chromen-2-one) |
title_full_unstemmed | 7,7′-(3,3′-Dibenzyl-3H,3′H-4,4′-bi-1,2,3-triazole-5,5′-diyl)bis(4-methyl-2H-chromen-2-one) |
title_short | 7,7′-(3,3′-Dibenzyl-3H,3′H-4,4′-bi-1,2,3-triazole-5,5′-diyl)bis(4-methyl-2H-chromen-2-one) |
title_sort | 7,7′-(3,3′-dibenzyl-3h,3′h-4,4′-bi-1,2,3-triazole-5,5′-diyl)bis(4-methyl-2h-chromen-2-one) |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959342/ https://www.ncbi.nlm.nih.gov/pubmed/21201119 http://dx.doi.org/10.1107/S1600536808028250 |
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