Synthesis and characterization of an amethyrin-uranyl complex displaying aromatic character

Brewster, James T.; Aguilar, Apolonio; Anguera, Gonzalo; Zafar, Hadiqa; Moore, Matthew D.; Sessler, Jonathan L.

doi:10.1080/00958972.2018.1458230

Title: Synthesis and characterization of an amethyrin-uranyl complex displaying aromatic character

Abstract

The reaction among amethyrin and non-aqueous uranyl silylamide (UO2[N(SiMe₃)₂]₂) under anaerobic conditions afford a bench-stable uranyl complex. UV-Vis spectroscopy, cyclic voltammetry, as well as proton NMR spectroscopic analyses offer support for the conclusion that all six pyrrole subunits participate in coordination of the uranyl dication and that, upon complexation, the amethyrin-core undergoes a 2-electron oxidation to yield a formal 22 π-electron aromatic species.

Authors:

^[1]; Aguilar, Apolonio ^[1];

^[1];

^[1]; Moore, Matthew D. ^[1];

^[1]

Univ. of Texas, Austin, TX (United States)

Publication Date:: Fri Apr 20 00:00:00 EDT 2018

Research Org.:: Univ. of Texas, Austin, TX (United States)

Sponsoring Org.:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

OSTI Identifier:: 1615763

Grant/Contract Number:: FG02-01ER15186

Resource Type:: Accepted Manuscript

Journal Name:: Journal of Coordination Chemistry

Additional Journal Information:: Journal Volume: 71; Journal Issue: 11-13; Journal ID: ISSN 0095-8972

Publisher:: Taylor & Francis

Country of Publication:: United States

Language:: English

Subject:: 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; Amethyrin; Hexaphyrin; Expanded Porphyrin; Uranyl; Actinide

Citation Formats


                    Brewster, James T., Aguilar, Apolonio, Anguera, Gonzalo, Zafar, Hadiqa, Moore, Matthew D., and Sessler, Jonathan L. Synthesis and characterization of an amethyrin-uranyl complex displaying aromatic character.  United States: N. p., 2018. 
Web.  doi:10.1080/00958972.2018.1458230.

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                    Brewster, James T., Aguilar, Apolonio, Anguera, Gonzalo, Zafar, Hadiqa, Moore, Matthew D., & Sessler, Jonathan L. Synthesis and characterization of an amethyrin-uranyl complex displaying aromatic character.  United States.  https://doi.org/10.1080/00958972.2018.1458230

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                    Brewster, James T., Aguilar, Apolonio, Anguera, Gonzalo, Zafar, Hadiqa, Moore, Matthew D., and Sessler, Jonathan L. Fri .  
"Synthesis and characterization of an amethyrin-uranyl complex displaying aromatic character".  United States.  https://doi.org/10.1080/00958972.2018.1458230.  https://www.osti.gov/servlets/purl/1615763.

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@article{osti_1615763,

  title        = {Synthesis and characterization of an amethyrin-uranyl complex displaying aromatic character},

  author       = {Brewster, James T. and Aguilar, Apolonio and Anguera, Gonzalo and Zafar, Hadiqa and Moore, Matthew D. and Sessler, Jonathan L.},

  abstractNote = {The reaction among amethyrin and non-aqueous uranyl silylamide (UO2[N(SiMe3)2]2) under anaerobic conditions afford a bench-stable uranyl complex. UV-Vis spectroscopy, cyclic voltammetry, as well as proton NMR spectroscopic analyses offer support for the conclusion that all six pyrrole subunits participate in coordination of the uranyl dication and that, upon complexation, the amethyrin-core undergoes a 2-electron oxidation to yield a formal 22 π-electron aromatic species.},

  doi          = {10.1080/00958972.2018.1458230},

  journal      = {Journal of Coordination Chemistry},

  number       = 11-13,

  volume       = 71,

  place        = {United States},

  year         = {Fri Apr 20 00:00:00 EDT 2018},

  month        = {Fri Apr 20 00:00:00 EDT 2018}

}

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Cited by: 9 works

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Works referenced in this record:

Expanded Porphyrins and Their Heterologs
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Jasat, Ayub; Dolphin, David
Chemical Reviews, Vol. 97, Issue 6
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Aminosilanes in organic synthesis. Preparation of new expanded porphyrin ligands and bimetallic transition-metal complexes. Crystal structure of a tetrapyrrole macrocycle dirhodium complex
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Srinivasan, Alagar; Ishizuka, Tomoya; Osuka, Atsuhiro
Journal of the American Chemical Society, Vol. 125, Issue 4
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A Trigonal Bipyramidal Uranyl Amido Complex: Synthesis and Structural Characterization of [Na(THF) ₂ ][UO ₂ (N(SiMe ₃ ) ₂ ) ₃ ]
journal, November 2000

Burns, Carol J.; Clark, David L.; Donohoe, Robert J.
Inorganic Chemistry, Vol. 39, Issue 24
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Characterization of the interactions between neptunyl and plutonyl cations and expanded porphyrins
journal, December 2002

Sessler, Jonathan L.; Gorden, Anne E. V.; Seidel, Daniel
Inorganica Chimica Acta, Vol. 341
DOI: 10.1016/S0020-1693(02)01202-1

Synthesis and Characterization of a Binuclear Copper(II) Naphthoisoamethyrin Complex Displaying Weak Antiferromagnetic Coupling
journal, October 2017

Brewster, James T.; Anguera, Gonzalo; Moore, Matthew D.
Inorganic Chemistry, Vol. 56, Issue 21
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Redox Behavior of Cyclo[6]pyrrole in the Formation of a Uranyl Complex
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Melfi, Patricia J.; Kim, Sung Kuk; Lee, Jeong Tae
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Synthesis and characterization of a dipyriamethyrin–uranyl complex
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Brewster, James T.; He, Qing; Anguera, Gonzalo
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The Synthesis and Dynamic Structures of Multinuclear Complexes of Large Porphyrinoids Expanded by Phenylene and Thienylene Spacers
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journal, January 1996

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Aromatic and Antiaromatic Gold(III) Hexaphyrins with Multiple Gold−Carbon Bonds
journal, June 2005

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A facile synthesis of new tetrapyrrole macrocyclic derivatives. Formation of bimetallic transition metal complexes
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DOI: 10.1039/c39910000211

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Not provided.
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Title: Synthesis and characterization of an amethyrin-uranyl complex displaying aromatic character

Abstract

Citation Formats

Expanded Porphyrins and Their Heterologs journal, October 1997

Aminosilanes in organic synthesis. Preparation of new expanded porphyrin ligands and bimetallic transition-metal complexes. Crystal structure of a tetrapyrrole macrocycle dirhodium complex journal, July 1993

New chemistry of amethyrin journal, May 2001

Doubly N-Confused Hexaphyrin: A Novel Aromatic Expanded Porphyrin that Complexes Bis-metals in the Core journal, January 2003

A Trigonal Bipyramidal Uranyl Amido Complex: Synthesis and Structural Characterization of [Na(THF) 2 ][UO 2 (N(SiMe 3 ) 2 ) 3 ] journal, November 2000

Characterization of the interactions between neptunyl and plutonyl cations and expanded porphyrins journal, December 2002

Synthesis and Characterization of a Binuclear Copper(II) Naphthoisoamethyrin Complex Displaying Weak Antiferromagnetic Coupling journal, October 2017

Redox Behavior of Cyclo[6]pyrrole in the Formation of a Uranyl Complex journal, June 2007

Synthesis and characterization of a dipyriamethyrin–uranyl complex journal, January 2017

The Synthesis and Dynamic Structures of Multinuclear Complexes of Large Porphyrinoids Expanded by Phenylene and Thienylene Spacers journal, July 2015

Bis[(μ-chloro)copper(II)] Amethyrin: A Bimetallic Copper(II) Complex of an Expanded Porphyrin journal, January 1996

Aromatic and Antiaromatic Gold(III) Hexaphyrins with Multiple Gold−Carbon Bonds journal, June 2005

A facile synthesis of new tetrapyrrole macrocyclic derivatives. Formation of bimetallic transition metal complexes journal, January 1991

Expanded Porphyrins and Their Heterologs
journal, October 1997

Aminosilanes in organic synthesis. Preparation of new expanded porphyrin ligands and bimetallic transition-metal complexes. Crystal structure of a tetrapyrrole macrocycle dirhodium complex
journal, July 1993

New chemistry of amethyrin
journal, May 2001

Doubly N-Confused Hexaphyrin: A Novel Aromatic Expanded Porphyrin that Complexes Bis-metals in the Core
journal, January 2003

A Trigonal Bipyramidal Uranyl Amido Complex: Synthesis and Structural Characterization of [Na(THF) ₂ ][UO ₂ (N(SiMe ₃ ) ₂ ) ₃ ]
journal, November 2000

Characterization of the interactions between neptunyl and plutonyl cations and expanded porphyrins
journal, December 2002

Synthesis and Characterization of a Binuclear Copper(II) Naphthoisoamethyrin Complex Displaying Weak Antiferromagnetic Coupling
journal, October 2017

Redox Behavior of Cyclo[6]pyrrole in the Formation of a Uranyl Complex
journal, June 2007

Synthesis and characterization of a dipyriamethyrin–uranyl complex
journal, January 2017

The Synthesis and Dynamic Structures of Multinuclear Complexes of Large Porphyrinoids Expanded by Phenylene and Thienylene Spacers
journal, July 2015

Bis[(μ-chloro)copper(II)] Amethyrin: A Bimetallic Copper(II) Complex of an Expanded Porphyrin
journal, January 1996

Aromatic and Antiaromatic Gold(III) Hexaphyrins with Multiple Gold−Carbon Bonds
journal, June 2005

A facile synthesis of new tetrapyrrole macrocyclic derivatives. Formation of bimetallic transition metal complexes
journal, January 1991