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; M. Fuentealba; 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, M. Fuentealba, Andres Ibañez, Maria Teresa Garland

INSTITUTE OF CHEMISTRY

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

9 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

Access to Document

10.1016/j.jorganchem.2015.04.031

Cite this

Godoy, F., Gómez, A., Agurto, N., Muñoz, M., Segura, R., Silva, C. P., Pavez, J., Zagal, J. H., Klahn, A. H., Fuentealba, M., 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

@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 M. Fuentealba 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",

publisher = "Elsevier",

}

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, M.

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

UR - http://www.scopus.com/inward/record.url?scp=84929094820&partnerID=8YFLogxK

U2 - 10.1016/j.jorganchem.2015.04.031

DO - 10.1016/j.jorganchem.2015.04.031

M3 - Article

AN - SCOPUS:84929094820

SN - 0022-328X

VL - 788

SP - 42

EP - 48

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

ER -

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

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this