7-Bromo-2-methyl-1-tosyl­naphtho[2,1-b]furan

The title compound, C(20)H(15)BrO(3)S, was prepared by the oxidation of 7-bromo-2-methyl-1-(4-tolyl­sulfan­yl)naph­tho[2,1-b]furan with 3-chloro­peroxy­benzoic acid. The 4-tolyl ring makes a dihedral angle of 70.96 (6)° with the plane of the naphthofuran fragment. The crystal structure is stabilized...

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Detalles Bibliográficos
Autores principales: Choi, Hong Dae, Seo, Pil Ja, Son, Byeng Wha, Lee, Uk
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961428/
https://www.ncbi.nlm.nih.gov/pubmed/21202666
http://dx.doi.org/10.1107/S1600536808015286
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author Choi, Hong Dae
Seo, Pil Ja
Son, Byeng Wha
Lee, Uk
author_facet Choi, Hong Dae
Seo, Pil Ja
Son, Byeng Wha
Lee, Uk
author_sort Choi, Hong Dae
collection PubMed
description The title compound, C(20)H(15)BrO(3)S, was prepared by the oxidation of 7-bromo-2-methyl-1-(4-tolyl­sulfan­yl)naph­tho[2,1-b]furan with 3-chloro­peroxy­benzoic acid. The 4-tolyl ring makes a dihedral angle of 70.96 (6)° with the plane of the naphthofuran fragment. The crystal structure is stabilized by aromatic π–π stacking inter­actions, with centroid–centroid distances of 3.672 (3) and 3.858 (3) Å between the central benzene and furan rings, and between the brominated benzene and central benzene rings of the naphthofuran system of neighbouring mol­ecules, respectively. In addition, the stacked mol­ecules exhibit C—H⋯π and inter- and intra­molecular C—H⋯O inter­actions.
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spelling pubmed-29614282010-12-30 7-Bromo-2-methyl-1-tosyl­naphtho[2,1-b]furan Choi, Hong Dae Seo, Pil Ja Son, Byeng Wha Lee, Uk Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(20)H(15)BrO(3)S, was prepared by the oxidation of 7-bromo-2-methyl-1-(4-tolyl­sulfan­yl)naph­tho[2,1-b]furan with 3-chloro­peroxy­benzoic acid. The 4-tolyl ring makes a dihedral angle of 70.96 (6)° with the plane of the naphthofuran fragment. The crystal structure is stabilized by aromatic π–π stacking inter­actions, with centroid–centroid distances of 3.672 (3) and 3.858 (3) Å between the central benzene and furan rings, and between the brominated benzene and central benzene rings of the naphthofuran system of neighbouring mol­ecules, respectively. In addition, the stacked mol­ecules exhibit C—H⋯π and inter- and intra­molecular C—H⋯O inter­actions. International Union of Crystallography 2008-05-24 /pmc/articles/PMC2961428/ /pubmed/21202666 http://dx.doi.org/10.1107/S1600536808015286 Text en © Choi 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
Choi, Hong Dae
Seo, Pil Ja
Son, Byeng Wha
Lee, Uk
7-Bromo-2-methyl-1-tosyl­naphtho[2,1-b]furan
title 7-Bromo-2-methyl-1-tosyl­naphtho[2,1-b]furan
title_full 7-Bromo-2-methyl-1-tosyl­naphtho[2,1-b]furan
title_fullStr 7-Bromo-2-methyl-1-tosyl­naphtho[2,1-b]furan
title_full_unstemmed 7-Bromo-2-methyl-1-tosyl­naphtho[2,1-b]furan
title_short 7-Bromo-2-methyl-1-tosyl­naphtho[2,1-b]furan
title_sort 7-bromo-2-methyl-1-tosyl­naphtho[2,1-b]furan
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961428/
https://www.ncbi.nlm.nih.gov/pubmed/21202666
http://dx.doi.org/10.1107/S1600536808015286
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AT leeuk 7bromo2methyl1tosylnaphtho21bfuran

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