β-Diketones derived from cyclopentadienyl rhenium tricarbonyl

Teresa Cautivo; Fernando Godoy; A. Hugo Klahn; Gonzalo E. Buono-Core; Diego Sierra; Mauricio Fuentealba; M. Teresa Garland

doi:10.1016/j.inoche.2007.05.027

β-Diketones derived from cyclopentadienyl rhenium tricarbonyl

Teresa Cautivo, Fernando Godoy, A. Hugo Klahn, Gonzalo E. Buono-Core, Diego Sierra, Mauricio Fuentealba, M. Teresa Garland

Research output: Contribution to journal › Article › peer-review

10 Scopus citations

Abstract

The acetyl complex (η⁵-C₅H₄COCH₃)Re(CO)₃ reacts with KO^tBu and an excess of appropriate ester to provide cyrhetrenyl-β-diketones complexes (η⁵-C₅H₄COCH₂COR)Re(CO)₃ (R = CF₃, 1a; CH₃, 1b; Ph, 1c). These new 1,3-diketones exist predominantly as enol tautomer, although a enol/keto mixture of approx. 10:1 is present in complexes 1b-c, in chloroform-d solution. The complexes have been characterized by spectroscopic techniques IR, ¹H and ¹³C NMR and mass spectrometry. X-ray crystallography of complex 1b shows that only the enol form occurs in the solid state. The O-C-C-C-O fragment of the molecule is planar with asymmetric enolisation in the direction furthest from the cyrhetrenyl group.

Original language	English
Pages (from-to)	1031-1034
Number of pages	4
Journal	Inorganic Chemistry Communications
Volume	10
Issue number	9
DOIs	https://doi.org/10.1016/j.inoche.2007.05.027
State	Published - Sep 2007
Externally published	Yes

Keywords

Cyrhetrenyl-1,3-diketone
Organometallic ligand
Rhenium

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10.1016/j.inoche.2007.05.027

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@article{36d1e8c23eb7437f8cdbddd5b1ffdc39,

title = "β-Diketones derived from cyclopentadienyl rhenium tricarbonyl",

abstract = "The acetyl complex (η5-C5H4COCH3)Re(CO)3 reacts with KOtBu and an excess of appropriate ester to provide cyrhetrenyl-β-diketones complexes (η5-C5H4COCH2COR)Re(CO)3 (R = CF3, 1a; CH3, 1b; Ph, 1c). These new 1,3-diketones exist predominantly as enol tautomer, although a enol/keto mixture of approx. 10:1 is present in complexes 1b-c, in chloroform-d solution. The complexes have been characterized by spectroscopic techniques IR, 1H and 13C NMR and mass spectrometry. X-ray crystallography of complex 1b shows that only the enol form occurs in the solid state. The O-C-C-C-O fragment of the molecule is planar with asymmetric enolisation in the direction furthest from the cyrhetrenyl group.",

keywords = "Cyrhetrenyl-1,3-diketone, Organometallic ligand, Rhenium",

author = "Teresa Cautivo and Fernando Godoy and Klahn, {A. Hugo} and Buono-Core, {Gonzalo E.} and Diego Sierra and Mauricio Fuentealba and Garland, {M. Teresa}",

note = "Funding Information: A.H.K. acknowledges FONDECYT (Project 1060487) and D.G.I.P. Pontificia Universidad Cat{\'o}lica de Valpara{\'i}so (DI-125710/99). T.C. acknowledges CONICYT for Doctoral scholarship. We also appreciate the financial support of MECESUP-Chile (Project UCH 0116) for a MS instrument and CONICYT-FONDAP (Grant 11980002).",

year = "2007",

month = sep,

doi = "10.1016/j.inoche.2007.05.027",

language = "English",

volume = "10",

pages = "1031--1034",

journal = "Inorganic Chemistry Communications",

issn = "1387-7003",

publisher = "Elsevier BV",

number = "9",

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TY - JOUR

T1 - β-Diketones derived from cyclopentadienyl rhenium tricarbonyl

AU - Cautivo, Teresa

AU - Godoy, Fernando

AU - Klahn, A. Hugo

AU - Buono-Core, Gonzalo E.

AU - Sierra, Diego

AU - Fuentealba, Mauricio

AU - Garland, M. Teresa

N1 - Funding Information: A.H.K. acknowledges FONDECYT (Project 1060487) and D.G.I.P. Pontificia Universidad Católica de Valparaíso (DI-125710/99). T.C. acknowledges CONICYT for Doctoral scholarship. We also appreciate the financial support of MECESUP-Chile (Project UCH 0116) for a MS instrument and CONICYT-FONDAP (Grant 11980002).

PY - 2007/9

Y1 - 2007/9

N2 - The acetyl complex (η5-C5H4COCH3)Re(CO)3 reacts with KOtBu and an excess of appropriate ester to provide cyrhetrenyl-β-diketones complexes (η5-C5H4COCH2COR)Re(CO)3 (R = CF3, 1a; CH3, 1b; Ph, 1c). These new 1,3-diketones exist predominantly as enol tautomer, although a enol/keto mixture of approx. 10:1 is present in complexes 1b-c, in chloroform-d solution. The complexes have been characterized by spectroscopic techniques IR, 1H and 13C NMR and mass spectrometry. X-ray crystallography of complex 1b shows that only the enol form occurs in the solid state. The O-C-C-C-O fragment of the molecule is planar with asymmetric enolisation in the direction furthest from the cyrhetrenyl group.

AB - The acetyl complex (η5-C5H4COCH3)Re(CO)3 reacts with KOtBu and an excess of appropriate ester to provide cyrhetrenyl-β-diketones complexes (η5-C5H4COCH2COR)Re(CO)3 (R = CF3, 1a; CH3, 1b; Ph, 1c). These new 1,3-diketones exist predominantly as enol tautomer, although a enol/keto mixture of approx. 10:1 is present in complexes 1b-c, in chloroform-d solution. The complexes have been characterized by spectroscopic techniques IR, 1H and 13C NMR and mass spectrometry. X-ray crystallography of complex 1b shows that only the enol form occurs in the solid state. The O-C-C-C-O fragment of the molecule is planar with asymmetric enolisation in the direction furthest from the cyrhetrenyl group.

KW - Cyrhetrenyl-1,3-diketone

KW - Organometallic ligand

KW - Rhenium

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U2 - 10.1016/j.inoche.2007.05.027

DO - 10.1016/j.inoche.2007.05.027

M3 - Article

AN - SCOPUS:34547839718

SN - 1387-7003

VL - 10

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EP - 1034

JO - Inorganic Chemistry Communications

JF - Inorganic Chemistry Communications

IS - 9

ER -

β-Diketones derived from cyclopentadienyl rhenium tricarbonyl

Abstract

Keywords

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