Conformerism, enantiomorphism and double catemer motifs in para-substituted nostoclide analogues.

Simple item page
dc.contributor.authorTeixeira, Róbson Ricardo
dc.contributor.authorBarbosa, Luiz Cláudio de Almeida
dc.contributor.authorAntolinez, Isabel Valero
dc.contributor.authorCorrea, Rodrigo de Souza
dc.contributor.authorMartins, Felipe Terra
dc.contributor.authorDoriguetto, Antônio Carlos
dc.date.accessioned2016-11-07T13:20:26Z
dc.date.available2016-11-07T13:20:26Z
dc.date.issued2016
dc.description.abstractenWe have here elucidated the crystal structures of five nostoclide analogues. A common feature in all compounds is a substituent at the para-position of the benzylidene group. Compounds with either bromine (3) or hydroxyl (4) as para-substituent crystallizes with Z’ ¼ 2 as result of conformerism. It was also observed that Z' > 1 in the compound with a para-dimethylamino substituent (1). However, its four crystallographically independent molecules are conformationally similar. They are not related by crystallographic symmetry due to the offset packing of their CeH … O]C nonclassical hydrogen bonded double chains. This compound (1) has also crystallized in a chiral space group (P21) despite the lack of a stereocenter. Such enantiomorphism phenomenon is related to the presence of only one of the two mirror benzyl conformations with phenyl ring at the equatorial position opposite the lactone oxygen atom. The molecular mean plane of nostoclide analogues has been featured by high level of planarity, except in the brominated compound where two twisted conformations occurred due to rotations on the single bond axis into benzylidene group. The benzyl conformation has been the greatest difference between the two crystallographically independent molecules of the para-hydroxylated compound (4). The crystal packing of the compounds is marked by double catemer motif assembled through CeH … O] C non-classical hydrogen bonds, although CeH … p interactions do play an important role in stabilizing the crystal packing of some compounds of the series.pt_BR
dc.identifier.citationTEIXEIRA, R. R. et al. Conformerism, enantiomorphism and double catemer motifs in para-substituted nostoclide analogues. Journal of Molecular Structure, v. 1106, p. 291-299, 2016. Disponível em: <http://www.sciencedirect.com/science/article/pii/S0022286015304014>. Acesso em: 26 set. 2016.pt_BR
dc.identifier.issn0022-2860
dc.identifier.urihttp://www.repositorio.ufop.br/handle/123456789/7069
dc.language.isopt_BRpt_BR
dc.rightsabertopt_BR
dc.rights.licenseO periódico Journal of Molecular Structure concede permissão para depósito deste artigo no Repositório Institucional da UFOP. Número da licença: 3958741415552.pt_BR
dc.subjectNostoclidespt_BR
dc.subjectButenolidespt_BR
dc.subjectGama-lactonespt_BR
dc.subjectGama-alkylidenebutenolidespt_BR
dc.subjectCrystal structurept_BR
dc.titleConformerism, enantiomorphism and double catemer motifs in para-substituted nostoclide analogues.pt_BR
dc.typeArtigo publicado em periodicopt_BR
Files
Original bundle
Now showing 1 - 1 of 1
No Thumbnail Available
Name:
ARTIGO_ConfomerismEnantiomorphismDouble.pdf
Size:
2.41 MB
Format:
Adobe Portable Document Format
Download
License bundle
Now showing 1 - 1 of 1
No Thumbnail Available
Name:
license.txt
Size:
924 B
Format:
Item-specific license agreed upon to submission
Description:
Download
Collections
DEQUI - Artigos publicados em periódicos