Cargando…

Crystal structure and absolute configuration of (3aR,3′aR,7aS,7′aS)-2,2,2′,2′-tetra­methyl-3a,6,7,7a,3′a,6′,7′,7′a-octa­hydro-4,4′-bi[1,3-benzodioxol­yl], obtained from a Pd-catalyzed homocoupling reaction

The absolute configuration, i.e. (3aR,3′aR,7aS,7′aS), of the title compound, C(18)H(26)O(4), synthesized via a palladium-catalyzed homocoupling reaction, was determined on the basis of the synthetic pathway and was confirmed by X-ray diffraction. The homocoupled mol­ecule is formed by two chemically...

Descripción completa

Detalles Bibliográficos
Autores principales: Macías, Mario A., Pandolfi, Enrique, Schapiro, Valeria, Silveira, Gustavo P., Vilela, Guilherme D., Suescun, Leopoldo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5209778/
https://www.ncbi.nlm.nih.gov/pubmed/28083142
http://dx.doi.org/10.1107/S2056989016019927
_version_ 1782490793893691392
author Macías, Mario A.
Pandolfi, Enrique
Schapiro, Valeria
Silveira, Gustavo P.
Vilela, Guilherme D.
Suescun, Leopoldo
author_facet Macías, Mario A.
Pandolfi, Enrique
Schapiro, Valeria
Silveira, Gustavo P.
Vilela, Guilherme D.
Suescun, Leopoldo
author_sort Macías, Mario A.
collection PubMed
description The absolute configuration, i.e. (3aR,3′aR,7aS,7′aS), of the title compound, C(18)H(26)O(4), synthesized via a palladium-catalyzed homocoupling reaction, was determined on the basis of the synthetic pathway and was confirmed by X-ray diffraction. The homocoupled mol­ecule is formed by two chemically identical moieties built up from two five- and six-membered fused rings. The supra­molecular assembly is controlled mainly by C—H⋯O inter­actions that lead to the formation of hydrogen-bonded chains of mol­ecules along the [001] direction, while weak dipolar inter­actions and van der Waals forces hold the chains together in the crystal structure.
format Online
Article
Text
id pubmed-5209778
institution National Center for Biotechnology Information
language English
publishDate 2017
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-52097782017-01-12 Crystal structure and absolute configuration of (3aR,3′aR,7aS,7′aS)-2,2,2′,2′-tetra­methyl-3a,6,7,7a,3′a,6′,7′,7′a-octa­hydro-4,4′-bi[1,3-benzodioxol­yl], obtained from a Pd-catalyzed homocoupling reaction Macías, Mario A. Pandolfi, Enrique Schapiro, Valeria Silveira, Gustavo P. Vilela, Guilherme D. Suescun, Leopoldo Acta Crystallogr E Crystallogr Commun Research Communications The absolute configuration, i.e. (3aR,3′aR,7aS,7′aS), of the title compound, C(18)H(26)O(4), synthesized via a palladium-catalyzed homocoupling reaction, was determined on the basis of the synthetic pathway and was confirmed by X-ray diffraction. The homocoupled mol­ecule is formed by two chemically identical moieties built up from two five- and six-membered fused rings. The supra­molecular assembly is controlled mainly by C—H⋯O inter­actions that lead to the formation of hydrogen-bonded chains of mol­ecules along the [001] direction, while weak dipolar inter­actions and van der Waals forces hold the chains together in the crystal structure. International Union of Crystallography 2017-01-01 /pmc/articles/PMC5209778/ /pubmed/28083142 http://dx.doi.org/10.1107/S2056989016019927 Text en © Macías et al. 2017 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 Research Communications
Macías, Mario A.
Pandolfi, Enrique
Schapiro, Valeria
Silveira, Gustavo P.
Vilela, Guilherme D.
Suescun, Leopoldo
Crystal structure and absolute configuration of (3aR,3′aR,7aS,7′aS)-2,2,2′,2′-tetra­methyl-3a,6,7,7a,3′a,6′,7′,7′a-octa­hydro-4,4′-bi[1,3-benzodioxol­yl], obtained from a Pd-catalyzed homocoupling reaction
title Crystal structure and absolute configuration of (3aR,3′aR,7aS,7′aS)-2,2,2′,2′-tetra­methyl-3a,6,7,7a,3′a,6′,7′,7′a-octa­hydro-4,4′-bi[1,3-benzodioxol­yl], obtained from a Pd-catalyzed homocoupling reaction
title_full Crystal structure and absolute configuration of (3aR,3′aR,7aS,7′aS)-2,2,2′,2′-tetra­methyl-3a,6,7,7a,3′a,6′,7′,7′a-octa­hydro-4,4′-bi[1,3-benzodioxol­yl], obtained from a Pd-catalyzed homocoupling reaction
title_fullStr Crystal structure and absolute configuration of (3aR,3′aR,7aS,7′aS)-2,2,2′,2′-tetra­methyl-3a,6,7,7a,3′a,6′,7′,7′a-octa­hydro-4,4′-bi[1,3-benzodioxol­yl], obtained from a Pd-catalyzed homocoupling reaction
title_full_unstemmed Crystal structure and absolute configuration of (3aR,3′aR,7aS,7′aS)-2,2,2′,2′-tetra­methyl-3a,6,7,7a,3′a,6′,7′,7′a-octa­hydro-4,4′-bi[1,3-benzodioxol­yl], obtained from a Pd-catalyzed homocoupling reaction
title_short Crystal structure and absolute configuration of (3aR,3′aR,7aS,7′aS)-2,2,2′,2′-tetra­methyl-3a,6,7,7a,3′a,6′,7′,7′a-octa­hydro-4,4′-bi[1,3-benzodioxol­yl], obtained from a Pd-catalyzed homocoupling reaction
title_sort crystal structure and absolute configuration of (3ar,3′ar,7as,7′as)-2,2,2′,2′-tetra­methyl-3a,6,7,7a,3′a,6′,7′,7′a-octa­hydro-4,4′-bi[1,3-benzodioxol­yl], obtained from a pd-catalyzed homocoupling reaction
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5209778/
https://www.ncbi.nlm.nih.gov/pubmed/28083142
http://dx.doi.org/10.1107/S2056989016019927
work_keys_str_mv AT maciasmarioa crystalstructureandabsoluteconfigurationof3ar3ar7as7as2222tetramethyl3a677a3a677aoctahydro44bi13benzodioxolylobtainedfromapdcatalyzedhomocouplingreaction
AT pandolfienrique crystalstructureandabsoluteconfigurationof3ar3ar7as7as2222tetramethyl3a677a3a677aoctahydro44bi13benzodioxolylobtainedfromapdcatalyzedhomocouplingreaction
AT schapirovaleria crystalstructureandabsoluteconfigurationof3ar3ar7as7as2222tetramethyl3a677a3a677aoctahydro44bi13benzodioxolylobtainedfromapdcatalyzedhomocouplingreaction
AT silveiragustavop crystalstructureandabsoluteconfigurationof3ar3ar7as7as2222tetramethyl3a677a3a677aoctahydro44bi13benzodioxolylobtainedfromapdcatalyzedhomocouplingreaction
AT vilelaguilhermed crystalstructureandabsoluteconfigurationof3ar3ar7as7as2222tetramethyl3a677a3a677aoctahydro44bi13benzodioxolylobtainedfromapdcatalyzedhomocouplingreaction
AT suescunleopoldo crystalstructureandabsoluteconfigurationof3ar3ar7as7as2222tetramethyl3a677a3a677aoctahydro44bi13benzodioxolylobtainedfromapdcatalyzedhomocouplingreaction