MESO AND RACEMIC 1,1-BIS (BENZYLSULFINYL)-2-ETHYLBUTANE. A b-DISULFOXIDE PRO-LIGAND WITH STERIC RESTRICTIONS

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 flexibilit...

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Autores principales:	ZÁRRAGA O,M, MORENO N,Y, FRANCO O,C
Lenguaje:	English
Publicado:	Sociedad Chilena de Química 2016
Acceso en línea:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072016000400001
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spelling	oai:scielo:S0717-970720160004000012017-01-16MESO AND RACEMIC 1,1-BIS (BENZYLSULFINYL)-2-ETHYLBUTANE. A b-DISULFOXIDE PRO-LIGAND WITH STERIC RESTRICTIONSZÁRRAGA O,MMORENO N,YFRANCO O,CCoordination 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.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.61 n.4 20162016-12-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072016000400001en10.4067/S0717-97072016000400001
institution	Scielo Chile
collection	Scielo Chile
language	English
description	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.
author	ZÁRRAGA O,M MORENO N,Y FRANCO O,C
spellingShingle	ZÁRRAGA O,M MORENO N,Y FRANCO O,C MESO AND RACEMIC 1,1-BIS (BENZYLSULFINYL)-2-ETHYLBUTANE. A b-DISULFOXIDE PRO-LIGAND WITH STERIC RESTRICTIONS
author_facet	ZÁRRAGA O,M MORENO N,Y FRANCO O,C
author_sort	ZÁRRAGA O,M
title	MESO AND RACEMIC 1,1-BIS (BENZYLSULFINYL)-2-ETHYLBUTANE. A b-DISULFOXIDE PRO-LIGAND WITH STERIC RESTRICTIONS
title_short	MESO AND RACEMIC 1,1-BIS (BENZYLSULFINYL)-2-ETHYLBUTANE. A b-DISULFOXIDE PRO-LIGAND WITH STERIC RESTRICTIONS
title_full	MESO AND RACEMIC 1,1-BIS (BENZYLSULFINYL)-2-ETHYLBUTANE. A b-DISULFOXIDE PRO-LIGAND WITH STERIC RESTRICTIONS
title_fullStr	MESO AND RACEMIC 1,1-BIS (BENZYLSULFINYL)-2-ETHYLBUTANE. A b-DISULFOXIDE PRO-LIGAND WITH STERIC RESTRICTIONS
title_full_unstemmed	MESO AND RACEMIC 1,1-BIS (BENZYLSULFINYL)-2-ETHYLBUTANE. A b-DISULFOXIDE PRO-LIGAND WITH STERIC RESTRICTIONS
title_sort	meso and racemic 1,1-bis (benzylsulfinyl)-2-ethylbutane. a b-disulfoxide pro-ligand with steric restrictions
publisher	Sociedad Chilena de Química
publishDate	2016
url	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072016000400001
work_keys_str_mv	AT zarragaom mesoandracemic11bisbenzylsulfinyl2ethylbutaneabdisulfoxideproligandwithstericrestrictions AT morenony mesoandracemic11bisbenzylsulfinyl2ethylbutaneabdisulfoxideproligandwithstericrestrictions AT francooc mesoandracemic11bisbenzylsulfinyl2ethylbutaneabdisulfoxideproligandwithstericrestrictions
_version_	1714200899764617216

MESO AND RACEMIC 1,1-BIS (BENZYLSULFINYL)-2-ETHYLBUTANE. A b-DISULFOXIDE PRO-LIGAND WITH STERIC RESTRICTIONS

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