Synthesis, reactivity, electrochemical behaviour, and molecular structure of crown ether cyrhetrene complexes

Fernando Godoy; Alejandra Gómez; Nicolas Agurto; Michelle Muñoz; Rodrigo Segura; Carlos P. Silva; Jorge Pavez; José H. Zagal; A. Hugo Klahn; MAURICIO DANIEL FUENTEALBA CARRASCO; Andres Ibañez; Maria Teresa Garland

doi:10.1016/j.jorganchem.2015.04.031

Synthesis, reactivity, electrochemical behaviour, and molecular structure of crown ether cyrhetrene complexes

Fernando Godoy, Alejandra Gómez, Nicolas Agurto, Michelle Muñoz, Rodrigo Segura, Carlos P. Silva, Jorge Pavez, José H. Zagal, A. Hugo Klahn, MAURICIO DANIEL FUENTEALBA CARRASCO, Andres Ibañez, Maria Teresa Garland

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

8 Scopus citations

Abstract

Cyrhetrenyl crown ether complexes [(η⁵-C₅H₄CHN-M)Re(CO)₃] (where M = 4-benzo-15-crown-5 (3a), 4-benzo-18-crown-6 (3b), 2-methyl-15-crown-5 (3c), or 2-methyl-18-crown-6 (3d)) were synthesised from cyrhetrenylcarboxaldehyde (1) and the corresponding crown ether amines 2a-d. All the complexes were characterised by IR spectroscopy, ¹H and ¹³C NMR spectroscopies, and mass spectrometry. The stereochemistry for imine compounds 3a-d were determined using the ¹H and ¹³C NMR spectroscopy data, which indicated that these complexes have the anti-(E) conformation. This was also confirmed by the X-ray crystal structures of 3b and 3c in the solid state. Additionally, the electrochemical behaviours of 1 and 3a-d were studied.

Original language	English
Pages (from-to)	42-48
Number of pages	7
Journal	Journal of Organometallic Chemistry
Volume	788
DOIs	https://doi.org/10.1016/j.jorganchem.2015.04.031
State	Published - 28 Apr 2015

Keywords

Ether crown
Imine
Rhenium complexes

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Godoy, F., Gómez, A., Agurto, N., Muñoz, M., Segura, R., Silva, C. P., Pavez, J., Zagal, J. H., Klahn, A. H., FUENTEALBA CARRASCO, MAURICIO. DANIEL., Ibañez, A., & Garland, M. T. (2015). Synthesis, reactivity, electrochemical behaviour, and molecular structure of crown ether cyrhetrene complexes. Journal of Organometallic Chemistry, 788, 42-48. https://doi.org/10.1016/j.jorganchem.2015.04.031

Godoy, Fernando ; Gómez, Alejandra ; Agurto, Nicolas ; Muñoz, Michelle ; Segura, Rodrigo ; Silva, Carlos P. ; Pavez, Jorge ; Zagal, José H. ; Klahn, A. Hugo ; FUENTEALBA CARRASCO, MAURICIO DANIEL ; Ibañez, Andres ; Garland, Maria Teresa. / Synthesis, reactivity, electrochemical behaviour, and molecular structure of crown ether cyrhetrene complexes. In: Journal of Organometallic Chemistry. 2015 ; Vol. 788. pp. 42-48.

@article{aaea6e72e3d8451d9b4f7011409e0e0e,

title = "Synthesis, reactivity, electrochemical behaviour, and molecular structure of crown ether cyrhetrene complexes",

abstract = "Cyrhetrenyl crown ether complexes [(η5-C5H4CHN-M)Re(CO)3] (where M = 4-benzo-15-crown-5 (3a), 4-benzo-18-crown-6 (3b), 2-methyl-15-crown-5 (3c), or 2-methyl-18-crown-6 (3d)) were synthesised from cyrhetrenylcarboxaldehyde (1) and the corresponding crown ether amines 2a-d. All the complexes were characterised by IR spectroscopy, 1H and 13C NMR spectroscopies, and mass spectrometry. The stereochemistry for imine compounds 3a-d were determined using the 1H and 13C NMR spectroscopy data, which indicated that these complexes have the anti-(E) conformation. This was also confirmed by the X-ray crystal structures of 3b and 3c in the solid state. Additionally, the electrochemical behaviours of 1 and 3a-d were studied.",

keywords = "Ether crown, Imine, Rhenium complexes",

author = "Fernando Godoy and Alejandra G{\'o}mez and Nicolas Agurto and Michelle Mu{\~n}oz and Rodrigo Segura and Silva, {Carlos P.} and Jorge Pavez and Zagal, {Jos{\'e} H.} and Klahn, {A. Hugo} and {FUENTEALBA CARRASCO}, {MAURICIO DANIEL} and Andres Iba{\~n}ez and Garland, {Maria Teresa}",

year = "2015",

month = apr,

day = "28",

doi = "10.1016/j.jorganchem.2015.04.031",

language = "English",

volume = "788",

pages = "42--48",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

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Godoy, F, Gómez, A, Agurto, N, Muñoz, M, Segura, R, Silva, CP, Pavez, J, Zagal, JH, Klahn, AH, FUENTEALBA CARRASCO, MAURICIODANIEL, Ibañez, A & Garland, MT 2015, 'Synthesis, reactivity, electrochemical behaviour, and molecular structure of crown ether cyrhetrene complexes', Journal of Organometallic Chemistry, vol. 788, pp. 42-48. https://doi.org/10.1016/j.jorganchem.2015.04.031

Synthesis, reactivity, electrochemical behaviour, and molecular structure of crown ether cyrhetrene complexes. / Godoy, Fernando; Gómez, Alejandra; Agurto, Nicolas; Muñoz, Michelle; Segura, Rodrigo; Silva, Carlos P.; Pavez, Jorge; Zagal, José H.; Klahn, A. Hugo; FUENTEALBA CARRASCO, MAURICIO DANIEL; Ibañez, Andres; Garland, Maria Teresa.

In: Journal of Organometallic Chemistry, Vol. 788, 28.04.2015, p. 42-48.

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

TY - JOUR

T1 - Synthesis, reactivity, electrochemical behaviour, and molecular structure of crown ether cyrhetrene complexes

AU - Godoy, Fernando

AU - Gómez, Alejandra

AU - Agurto, Nicolas

AU - Muñoz, Michelle

AU - Segura, Rodrigo

AU - Silva, Carlos P.

AU - Pavez, Jorge

AU - Zagal, José H.

AU - Klahn, A. Hugo

AU - FUENTEALBA CARRASCO, MAURICIO DANIEL

AU - Ibañez, Andres

AU - Garland, Maria Teresa

PY - 2015/4/28

Y1 - 2015/4/28

N2 - Cyrhetrenyl crown ether complexes [(η5-C5H4CHN-M)Re(CO)3] (where M = 4-benzo-15-crown-5 (3a), 4-benzo-18-crown-6 (3b), 2-methyl-15-crown-5 (3c), or 2-methyl-18-crown-6 (3d)) were synthesised from cyrhetrenylcarboxaldehyde (1) and the corresponding crown ether amines 2a-d. All the complexes were characterised by IR spectroscopy, 1H and 13C NMR spectroscopies, and mass spectrometry. The stereochemistry for imine compounds 3a-d were determined using the 1H and 13C NMR spectroscopy data, which indicated that these complexes have the anti-(E) conformation. This was also confirmed by the X-ray crystal structures of 3b and 3c in the solid state. Additionally, the electrochemical behaviours of 1 and 3a-d were studied.

AB - Cyrhetrenyl crown ether complexes [(η5-C5H4CHN-M)Re(CO)3] (where M = 4-benzo-15-crown-5 (3a), 4-benzo-18-crown-6 (3b), 2-methyl-15-crown-5 (3c), or 2-methyl-18-crown-6 (3d)) were synthesised from cyrhetrenylcarboxaldehyde (1) and the corresponding crown ether amines 2a-d. All the complexes were characterised by IR spectroscopy, 1H and 13C NMR spectroscopies, and mass spectrometry. The stereochemistry for imine compounds 3a-d were determined using the 1H and 13C NMR spectroscopy data, which indicated that these complexes have the anti-(E) conformation. This was also confirmed by the X-ray crystal structures of 3b and 3c in the solid state. Additionally, the electrochemical behaviours of 1 and 3a-d were studied.

KW - Ether crown

KW - Imine

KW - Rhenium complexes

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U2 - 10.1016/j.jorganchem.2015.04.031

DO - 10.1016/j.jorganchem.2015.04.031

M3 - Article

AN - SCOPUS:84929094820

VL - 788

SP - 42

EP - 48

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

SN - 0022-328X

ER -

Synthesis, reactivity, electrochemical behaviour, and molecular structure of crown ether cyrhetrene complexes

Abstract

Keywords

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