Resumen
Coordination chemistry of disulfoxides is of interest in inorganic chemistry given the well-known metal coordination through oxygen or sulfur atoms.1 Ethylene and propylene bridged disulfoxide pro-ligands, coordinate to metals, forming coordinated and chelated complexes, demonstrating its flexibility in the formation of such complexes.2 Some of these compounds have demonstrated interesting properties in medicinal chemistry3 and asymmetric catalysis4 and their synthesis is of importance for bioorganic studies. The presence of two stereogenic centers allows the existence of the meso and racemic forms in disulfoxides. Previous studies on b-disulfoxides5 in our laboratories have led to the synthesis and spectroscopic study (1H-NMR, FT-IR) of both diastereomeric forms. In this work we report the synthesis and structural analysis of meso-(2)- and racemic-(3)-1,1-bis(benzylsulfinyl)-2-ethylbutane (Scheme1), with high steric requirement around both sulfinyl groups when a branched aliphatic carbon chain is introduced in the a-carbon. An increase in selectivity for small radius metal ions was achieved by compression of the pro-ligand coordination radius. These kind of compounds have not been previously studied.
| Idioma original | English |
|---|---|
| Páginas (desde-hasta) | 3157-3159 |
| Número de páginas | 3 |
| Publicación | Journal of the Chilean Chemical Society |
| Volumen | 61 |
| N.º | 4 |
| Estado | Published - 2016 |
| Publicado de forma externa | Sí |
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ASJC Scopus subject areas
- Chemistry(all)
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Meso and racemic 1,1-bis (benzylsulfinyl)-2-ethylbutane. A b-disulfoxide pro-ligand with steric restrictions. / Zárraga, O. M.; Moreno, N. Y.; Franco, O. C.
En: Journal of the Chilean Chemical Society, Vol. 61, N.º 4, 2016, p. 3157-3159.Resultado de la investigación: Article
TY - JOUR
T1 - Meso and racemic 1,1-bis (benzylsulfinyl)-2-ethylbutane. A b-disulfoxide pro-ligand with steric restrictions
AU - Zárraga, O. M.
AU - Moreno, N. Y.
AU - Franco, O. C.
PY - 2016
Y1 - 2016
N2 - Coordination chemistry of disulfoxides is of interest in inorganic chemistry given the well-known metal coordination through oxygen or sulfur atoms.1 Ethylene and propylene bridged disulfoxide pro-ligands, coordinate to metals, forming coordinated and chelated complexes, demonstrating its flexibility in the formation of such complexes.2 Some of these compounds have demonstrated interesting properties in medicinal chemistry3 and asymmetric catalysis4 and their synthesis is of importance for bioorganic studies. The presence of two stereogenic centers allows the existence of the meso and racemic forms in disulfoxides. Previous studies on b-disulfoxides5 in our laboratories have led to the synthesis and spectroscopic study (1H-NMR, FT-IR) of both diastereomeric forms. In this work we report the synthesis and structural analysis of meso-(2)- and racemic-(3)-1,1-bis(benzylsulfinyl)-2-ethylbutane (Scheme1), with high steric requirement around both sulfinyl groups when a branched aliphatic carbon chain is introduced in the a-carbon. An increase in selectivity for small radius metal ions was achieved by compression of the pro-ligand coordination radius. These kind of compounds have not been previously studied.
AB - Coordination chemistry of disulfoxides is of interest in inorganic chemistry given the well-known metal coordination through oxygen or sulfur atoms.1 Ethylene and propylene bridged disulfoxide pro-ligands, coordinate to metals, forming coordinated and chelated complexes, demonstrating its flexibility in the formation of such complexes.2 Some of these compounds have demonstrated interesting properties in medicinal chemistry3 and asymmetric catalysis4 and their synthesis is of importance for bioorganic studies. The presence of two stereogenic centers allows the existence of the meso and racemic forms in disulfoxides. Previous studies on b-disulfoxides5 in our laboratories have led to the synthesis and spectroscopic study (1H-NMR, FT-IR) of both diastereomeric forms. In this work we report the synthesis and structural analysis of meso-(2)- and racemic-(3)-1,1-bis(benzylsulfinyl)-2-ethylbutane (Scheme1), with high steric requirement around both sulfinyl groups when a branched aliphatic carbon chain is introduced in the a-carbon. An increase in selectivity for small radius metal ions was achieved by compression of the pro-ligand coordination radius. These kind of compounds have not been previously studied.
UR - http://www.scopus.com/inward/record.url?scp=85010408006&partnerID=8YFLogxK
M3 - Article
AN - SCOPUS:85010408006
VL - 61
SP - 3157
EP - 3159
JO - Journal of the Chilean Chemical Society
JF - Journal of the Chilean Chemical Society
SN - 0717-9324
IS - 4
ER -