MOLECULAR AND SOLID STATE STRUCTURE OF THE DOUBLY-SUBSTITUTED B-DIKETONE 3,3'-BIS(FERROCENYLMETHYL)PENTANE-2,4-DIONE#

The ferrocene-containing β-diketone, 3-ferrocenylmethyl-pentane-2,4-dione 1, has been synthesized by reacting ferrocenyl methanol with acetylacetone in the presence of cerium(IV) ammonium nitrate as catalyst in C-C bond formation, and isolated as an orange oily product in 90% yield. The dou...

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Autores principales:	AHUMADA,GUILLERMO, ROISNEL,THIERRY, HAMON,JEAN-RENÉ, CARRILLO,DAVID, MANZUR,CAROLINA
Lenguaje:	English
Publicado:	Sociedad Chilena de Química 2013
Materias:	Ferrocene 1,3-dione catalyzed C-C coupling bimetallic complex X-ray structure
Acceso en línea:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072013000400011
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spelling	oai:scielo:S0717-970720130004000112014-09-02MOLECULAR AND SOLID STATE STRUCTURE OF THE DOUBLY-SUBSTITUTED B-DIKETONE 3,3'-BIS(FERROCENYLMETHYL)PENTANE-2,4-DIONE#AHUMADA,GUILLERMOROISNEL,THIERRYHAMON,JEAN-RENÉCARRILLO,DAVIDMANZUR,CAROLINA Ferrocene 1,3-dione catalyzed C-C coupling bimetallic complex X-ray structure The ferrocene-containing β-diketone, 3-ferrocenylmethyl-pentane-2,4-dione 1, has been synthesized by reacting ferrocenyl methanol with acetylacetone in the presence of cerium(IV) ammonium nitrate as catalyst in C-C bond formation, and isolated as an orange oily product in 90% yield. The doubly-substituted 1,3-diketone, 3,3'-bis(ferrocenylmethyl)pentane-2,4-dione 2 was isolated as orange crystals in 79% yield, upon standing a dichloromethane solution of 1 at -30 °C for two weeks. Both complexes have been authenticated by spectroscopic methods, mass spectrometry, and cyclic voltammetry. In addition, the molecular identity and geometry of 2 has been confirmed by single-crystal X-ray diffraction analysis. In the crystal lattice, the molecules pack as dimers through C-H---O hydrogen bondings, where weaker C-H---p interactions link the dimeric units to form a chain structure.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.58 n.4 20132013-12-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072013000400011en10.4067/S0717-97072013000400011
institution	Scielo Chile
collection	Scielo Chile
language	English
topic	Ferrocene 1,3-dione catalyzed C-C coupling bimetallic complex X-ray structure
spellingShingle	Ferrocene 1,3-dione catalyzed C-C coupling bimetallic complex X-ray structure AHUMADA,GUILLERMO ROISNEL,THIERRY HAMON,JEAN-RENÉ CARRILLO,DAVID MANZUR,CAROLINA MOLECULAR AND SOLID STATE STRUCTURE OF THE DOUBLY-SUBSTITUTED B-DIKETONE 3,3'-BIS(FERROCENYLMETHYL)PENTANE-2,4-DIONE#
description	The ferrocene-containing β-diketone, 3-ferrocenylmethyl-pentane-2,4-dione 1, has been synthesized by reacting ferrocenyl methanol with acetylacetone in the presence of cerium(IV) ammonium nitrate as catalyst in C-C bond formation, and isolated as an orange oily product in 90% yield. The doubly-substituted 1,3-diketone, 3,3'-bis(ferrocenylmethyl)pentane-2,4-dione 2 was isolated as orange crystals in 79% yield, upon standing a dichloromethane solution of 1 at -30 °C for two weeks. Both complexes have been authenticated by spectroscopic methods, mass spectrometry, and cyclic voltammetry. In addition, the molecular identity and geometry of 2 has been confirmed by single-crystal X-ray diffraction analysis. In the crystal lattice, the molecules pack as dimers through C-H---O hydrogen bondings, where weaker C-H---p interactions link the dimeric units to form a chain structure.
author	AHUMADA,GUILLERMO ROISNEL,THIERRY HAMON,JEAN-RENÉ CARRILLO,DAVID MANZUR,CAROLINA
author_facet	AHUMADA,GUILLERMO ROISNEL,THIERRY HAMON,JEAN-RENÉ CARRILLO,DAVID MANZUR,CAROLINA
author_sort	AHUMADA,GUILLERMO
title	MOLECULAR AND SOLID STATE STRUCTURE OF THE DOUBLY-SUBSTITUTED B-DIKETONE 3,3'-BIS(FERROCENYLMETHYL)PENTANE-2,4-DIONE#
title_short	MOLECULAR AND SOLID STATE STRUCTURE OF THE DOUBLY-SUBSTITUTED B-DIKETONE 3,3'-BIS(FERROCENYLMETHYL)PENTANE-2,4-DIONE#
title_full	MOLECULAR AND SOLID STATE STRUCTURE OF THE DOUBLY-SUBSTITUTED B-DIKETONE 3,3'-BIS(FERROCENYLMETHYL)PENTANE-2,4-DIONE#
title_fullStr	MOLECULAR AND SOLID STATE STRUCTURE OF THE DOUBLY-SUBSTITUTED B-DIKETONE 3,3'-BIS(FERROCENYLMETHYL)PENTANE-2,4-DIONE#
title_full_unstemmed	MOLECULAR AND SOLID STATE STRUCTURE OF THE DOUBLY-SUBSTITUTED B-DIKETONE 3,3'-BIS(FERROCENYLMETHYL)PENTANE-2,4-DIONE#
title_sort	molecular and solid state structure of the doubly-substituted b-diketone 3,3'-bis(ferrocenylmethyl)pentane-2,4-dione#
publisher	Sociedad Chilena de Química
publishDate	2013
url	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072013000400011
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_version_	1718445498210189312

MOLECULAR AND SOLID STATE STRUCTURE OF THE DOUBLY-SUBSTITUTED B-DIKETONE 3,3'-BIS(FERROCENYLMETHYL)PENTANE-2,4-DIONE#

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