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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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Detalles Bibliográficos
Autores principales: Key, Jessie A., Cairo, Christopher W., Ferguson, Michael J.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
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.
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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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