Synthesis and characterization of organometallic chalcones functionalized with a crown ether fragment. Spectroscopic and electrochemical behavior

Agurto, Nicolás; Maldonado, Tamara; Godoy, Fernando; Gómez, Alejandra; Silva, Carlos P.; Pavez, Jorge; Ferraudi, Guillermo; Oliver, Allen; Lappin, A. Graham

doi:10.1016/j.jorganchem.2016.11.002

Title: Synthesis and characterization of organometallic chalcones functionalized with a crown ether fragment. Spectroscopic and electrochemical behavior

Journal Article · Thu Nov 03 00:00:00 EDT 2016 · Journal of Organometallic Chemistry

DOI:https://doi.org/10.1016/j.jorganchem.2016.11.002· OSTI ID:1534027

Agurto, Nicolás ^[1]; Maldonado, Tamara ^[1]; Godoy, Fernando ^[1]; Gómez, Alejandra ^[1]; Silva, Carlos P. ^[1]; Pavez, Jorge ^[1]; Ferraudi, Guillermo ^[2]; Oliver, Allen ^[2]; Lappin, A. Graham ^[2]

University of Santiago (Chile)
University of Notre Dame, IN (United States)

We report organometallic chalcone complexes functionalized with a macrocyclic fragment [(η⁵-C₅H₄C(O)CHdouble bondCH-4-benzo-15-crown-5)MLn] (ferrocenyl, cyrhetrenyl, and cymantrenyl) have been synthesized. The complexes are characterized by IR spectroscopy, ¹H and ¹³C NMR spectroscopies, elemental analyses, and HR-MS. The stereochemistry for the chalcone compounds was determined using the ¹H and ¹³C NMR spectroscopy data, which indicated that they are isolated as a single isomer (E). In addition, the syntheses of the chalcone-imine derivatives are described, and they adopt an anti-(E,E) conformation in solution, confirmed by the X-ray crystal structures in the solid state. The UV–Visible and electrochemical behavior of the organometallic complexes are reported.

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Research Organization:: University of Notre Dame, IN (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES). Chemical Sciences, Geosciences & Biosciences Division (CSGB); National Fund for Scientific and Technological Development (FONDECYT); USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: FC02-04ER15533; AC02-05CH11231

OSTI ID:: 1534027

Alternate ID(s):: OSTI ID: 1416481

Journal Information:: Journal of Organometallic Chemistry, Vol. 827, Issue C; ISSN 0022-328X

Publisher:: ElsevierCopyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 13 works

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37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
organometallic chalcone and imine complexes
crown ether
crystal structures

CCDC 1485208: Experimental Crystal Structure Determination Agurto, Nicolás; Maldonado, Tamara; Godoy, Fernando https://doi.org/10.5517/ccdc.csd.cc1lvgyv The current record is supplemented by this dataset	dataset	January 2016
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CCDC 9: Experimental Crystal Structure Determination Hou, Duen-Ren; Reibenspies, Joseph H.; Colacot, Thomas https://doi.org/10.5517/doi99 The current record is supplemented by this dataset	dataset	January 2017
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CCDC 11: Experimental Crystal Structure Determination Hou, Duen-Ren; Reibenspies, Joseph H.; Colacot, Thomas https://doi.org/10.5517/doicc The current record is supplemented by this dataset	dataset	January 2017
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Title: Synthesis and characterization of organometallic chalcones functionalized with a crown ether fragment. Spectroscopic and electrochemical behavior

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