Gold dipyrrin-bisphenolates: a combined experimental and DFT study of metal–ligand interactions
Abstract
The first gold dipyrrin-bisphenolates have been synthesized. Like their corrole analogues, they exhibit Au III –L 3− ground states, providing rare innocent paradigms for a class of complexes that commonly occur as metalloradicals.
- Authors:
-
[3];
[4];
[2];
[1]
- Department of Chemistry, UiT – The Arctic University of Norway, Tromsø N-9037, Norway
- Institut de Chimie Moléculaire de l’Université de Bourgogne (ICMUB), UMR CNRS 6302, Université Bourgogne-Franche Comté, 21078 Dijon Cedex, France
- Department of Chemistry, UiT – The Arctic University of Norway, Tromsø N-9037, Norway, Department of Chemistry
- Advanced Light Source, Lawrence Berkeley National Laboratory, Berkeley, USA
- Publication Date:
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1580767
- Resource Type:
- Published Article
- Journal Name:
- RSC Advances
- Additional Journal Information:
- Journal Name: RSC Advances Journal Volume: 10 Journal Issue: 1; Journal ID: ISSN 2046-2069
- Publisher:
- Royal Society of Chemistry (RSC)
- Country of Publication:
- United Kingdom
- Language:
- English
Citation Formats
Thomas, Kolle E., Desbois, Nicolas, Conradie, Jeanet, Teat, Simon J., Gros, Claude P., and Ghosh, Abhik. Gold dipyrrin-bisphenolates: a combined experimental and DFT study of metal–ligand interactions. United Kingdom: N. p., 2020.
Web. doi:10.1039/C9RA09228E.
Thomas, Kolle E., Desbois, Nicolas, Conradie, Jeanet, Teat, Simon J., Gros, Claude P., & Ghosh, Abhik. Gold dipyrrin-bisphenolates: a combined experimental and DFT study of metal–ligand interactions. United Kingdom. doi:10.1039/C9RA09228E.
Thomas, Kolle E., Desbois, Nicolas, Conradie, Jeanet, Teat, Simon J., Gros, Claude P., and Ghosh, Abhik. Thu .
"Gold dipyrrin-bisphenolates: a combined experimental and DFT study of metal–ligand interactions". United Kingdom. doi:10.1039/C9RA09228E.
@article{osti_1580767,
title = {Gold dipyrrin-bisphenolates: a combined experimental and DFT study of metal–ligand interactions},
author = {Thomas, Kolle E. and Desbois, Nicolas and Conradie, Jeanet and Teat, Simon J. and Gros, Claude P. and Ghosh, Abhik},
abstractNote = {The first gold dipyrrin-bisphenolates have been synthesized. Like their corrole analogues, they exhibit Au III –L 3− ground states, providing rare innocent paradigms for a class of complexes that commonly occur as metalloradicals.},
doi = {10.1039/C9RA09228E},
journal = {RSC Advances},
number = 1,
volume = 10,
place = {United Kingdom},
year = {2020},
month = {1}
}
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DOI: 10.1039/C9RA09228E
DOI: 10.1039/C9RA09228E
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Works referenced in this record:
Metal complexes of corrole
journal, June 2019
- Nardis, Sara; Mandoj, Federica; Stefanelli, Manuela
- Coordination Chemistry Reviews, Vol. 388
Red/Near-Infrared Luminescence Tuning of Group-14 Element Complexes of Dipyrrins Based on a Central Atom
journal, January 2014
- Yamamura, Masaki; Albrecht, Marcel; Albrecht, Markus
- Inorganic Chemistry, Vol. 53, Issue 3
WinGX and ORTEP for Windows : an update
journal, July 2012
- Farrugia, Louis J.
- Journal of Applied Crystallography, Vol. 45, Issue 4
Comparison of silver and molybdenum microfocus X-ray sources for single-crystal structure determination
journal, January 2015
- Krause, Lennard; Herbst-Irmer, Regine; Sheldrick, George M.
- Journal of Applied Crystallography, Vol. 48, Issue 1
Ligand Noninnocence in Silver Corroles: A XANES Investigation: Ligand Noninnocence in Silver Corroles: A XANES Investigation
journal, June 2016
- Sarangi, Ritimukta; Giles, Logan J.; Thomas, Kolle E.
- European Journal of Inorganic Chemistry, Vol. 2016, Issue 20
Aluminium complexes of N2O2-type dipyrrins: the first hetero-multinuclear complexes of metallo-dipyrrins with high fluorescence quantum yields
journal, January 2009
- Ikeda, Chusaku; Ueda, Satoko; Nabeshima, Tatsuya
- Chemical Communications, Issue 18
Electronic Absorption, Resonance Raman, and Electrochemical Studies of Planar and Saddled Copper(III) meso -Triarylcorroles. Highly Substituent-Sensitive Soret Bands as a Distinctive Feature of High-Valent Transition Metal Corroles
journal, July 2002
- Wasbotten, Ingar H.; Wondimagegn, Tebikie; Ghosh, Abhik
- Journal of the American Chemical Society, Vol. 124, Issue 27
Oxidations Catalyzed by Metallocorroles
journal, February 2004
- Gross, Zeev; Gray, Harry B.
- Advanced Synthesis & Catalysis, Vol. 346, Issue 23
Structural, electrochemical and spectroelectrochemical study on the geometric and electronic structures of [(corrolato)Au III ] n (n = 0, +1, −1) complexes
journal, January 2016
- Sinha, Woormileela; Sommer, Michael G.; van der Meer, Margarethe
- Dalton Transactions, Vol. 45, Issue 7
Gold corroles
journal, February 2011
- Alemayehu, Abraham B.; Ghosh, Abhik
- Journal of Porphyrins and Phthalocyanines, Vol. 15, Issue 02
Co(III) complexes of tetradentate X3L type ligands: Synthesis, electronic structure, and reactivity
journal, May 2015
- Feng, Yan; Burns, Lori A.; Lee, Li-Chen
- Inorganica Chimica Acta, Vol. 430
Molecular structure of gold 2,3,7,8,12,13,17,18-octabromo-5,10,15-tris(4′-pentafluorosulfanylphenyl)corrole: Potential insights into the insolubility of gold octabromocorroles
journal, July 2018
- Thomas, Kolle E.; Gagnon, Kevin J.; MCormick, Laura J.
- Journal of Porphyrins and Phthalocyanines, Vol. 22, Issue 07
Seven Clues to Ligand Noninnocence: The Metallocorrole Paradigm
journal, March 2019
- Ganguly, Sumit; Ghosh, Abhik
- Accounts of Chemical Research, Vol. 52, Issue 7
Chemistry with ADF
journal, January 2001
- te Velde, G.; Bickelhaupt, F. M.; Baerends, E. J.
- Journal of Computational Chemistry, Vol. 22, Issue 9, p. 931-967
Palladium-Catalyzed Cross-Coupling of Pyrrole Anions with Aryl Chlorides, Bromides, and Iodides
journal, October 2004
- Rieth, Ryan D.; Mankad, Neal P.; Calimano, Elisa
- Organic Letters, Vol. 6, Issue 22
Gold Tris(carboxyphenyl)corroles as Multifunctional Materials: Room Temperature Near-IR Phosphorescence and Applications to Photodynamic Therapy and Dye-Sensitized Solar Cells
journal, July 2016
- Alemayehu, Abraham B.; Day, Nicholas U.; Mani, Tomoyasu
- ACS Applied Materials & Interfaces, Vol. 8, Issue 29
Revisiting the Electronic Ground State of Copper Corroles
journal, January 2007
- Bröring, Martin; Brégier, Frédérique; Cónsul Tejero, Esther
- Angewandte Chemie International Edition, Vol. 46, Issue 3
Electronic Structure of Gallium, Copper, and Nickel Complexes of Corrole. High-Valent Transition Metal Centers versus Noninnocent Ligands
journal, May 2000
- Ghosh, Abhik; Wondimagegn, Tebikie; Parusel, Andreas B. J.
- Journal of the American Chemical Society, Vol. 122, Issue 21
Ligand Noninnocence in Cobalt Dipyrrin–Bisphenols: Spectroscopic, Electrochemical, and Theoretical Insights Indicating an Emerging Analogy with Corroles
journal, January 2019
- Shan, Wenqian; Desbois, Nicolas; Pacquelet, Sandrine
- Inorganic Chemistry, Vol. 58, Issue 12
Dipyrrinphenol–Mn(iii) complex: synthesis, electrochemistry, spectroscopic characterisation and reactivity
journal, January 2011
- El Ghachtouli, Sanae; Wójcik, Karolina; Copey, Laurent
- Dalton Transactions, Vol. 40, Issue 36
Cobalt- and Rhodium-Corrole-Triphenylphosphine Complexes Revisited: The Question of a Noninnocent Corrole
journal, December 2017
- Ganguly, Sumit; Renz, Diemo; Giles, Logan J.
- Inorganic Chemistry, Vol. 56, Issue 24
Ligand-Centered Redox Activity in Cobalt(II) and Nickel(II) Bis(phenolate)-Dipyrrin Complexes
journal, October 2012
- Kochem, Amélie; Chiang, Linus; Baptiste, Benoit
- Chemistry - A European Journal, Vol. 18, Issue 46
ShelXle : a Qt graphical user interface for SHELXL
journal, November 2011
- Hübschle, Christian B.; Sheldrick, George M.; Dittrich, Birger
- Journal of Applied Crystallography, Vol. 44, Issue 6
Synthesis and Molecular Structure of Gold Triarylcorroles
journal, December 2011
- Thomas, Kolle E.; Alemayehu, Abraham B.; Conradie, Jeanet
- Inorganic Chemistry, Vol. 50, Issue 24
Valence ionization potentials and cation radicals of prototype porphyrins. The remarkable performance of nonlocal density functional theory
journal, October 1997
- Ghosh, Abhik; Vangberg, Torgil
- Theoretical Chemistry Accounts: Theory, Computation, and Modeling (Theoretica Chimica Acta), Vol. 97, Issue 1-4
SHELXT – Integrated space-group and crystal-structure determination
journal, January 2015
- Sheldrick, George M.
- Acta Crystallographica Section A Foundations and Advances, Vol. 71, Issue 1, p. 3-8
Halterman Corroles and Their Use as a Probe of the Conformational Dynamics of the Inherently Chiral Copper Corrole Chromophore
journal, March 2018
- Thomas, Kolle E.; McCormick, Laura J.; Carrié, Daniel
- Inorganic Chemistry, Vol. 57, Issue 8
Geometry optimizations in the zero order regular approximation for relativistic effects
journal, May 1999
- van Lenthe, Erik; Ehlers, Andreas; Baerends, Evert-Jan
- The Journal of Chemical Physics, Vol. 110, Issue 18
First-Principles Quantum Chemical Studies of Porphyrins
journal, April 1998
- Ghosh, Abhik
- Accounts of Chemical Research, Vol. 31, Issue 4
X-ray Structure and Variable Temperature NMR Spectra of [ m eso -Triarylcorrolato]copper(III)
journal, July 2003
- Brückner, Christian; Briñas, Raymond P.; Krause Bauer, Jeanette A.
- Inorganic Chemistry, Vol. 42, Issue 15
Synthesis and Molecular Structure of a Copper Octaiodocorrole
journal, May 2018
- Thomassen, Ivar K.; MCormick, Laura J.; Ghosh, Abhik
- ACS Omega, Vol. 3, Issue 5
The ultraviolet photoelectron spectrum of free-base porphyrin revisited. The performance of local density functional theory
journal, October 1993
- Ghosh, Abhik; Almlöf, Jan
- Chemical Physics Letters, Vol. 213, Issue 5-6
DFT at Its Best: Metal- versus Ligand-Centered Reduction in Nickel Hydroporphyrins
journal, November 2008
- Ryeng, Hege; Gonzalez, Emmanuel; Ghosh, Abhik
- The Journal of Physical Chemistry B, Vol. 112, Issue 47
Copper β-Octakis(trifluoromethyl)corroles: New Paradigms for Ligand Substituent Effects in Transition Metal Complexes
journal, November 2008
- Thomas, Kolle Ekaney; Wasbotten, Ingar H.; Ghosh, Abhik
- Inorganic Chemistry, Vol. 47, Issue 22
Demetalation of copper undecaarylcorroles: Molecular structures of a free-base undecaarylisocorrole and a gold undecaarylcorrole
journal, September 2016
- Capar, Jan; Zonneveld, Job; Berg, Steffen
- Journal of Inorganic Biochemistry, Vol. 162
Electronic Structure of Cobalt–Corrole–Pyridine Complexes: Noninnocent Five-Coordinate Co(II) Corrole–Radical States
journal, December 2017
- Ganguly, Sumit; Conradie, Jeanet; Bendix, Jesper
- The Journal of Physical Chemistry A, Vol. 121, Issue 50
Synthesis of a new family of ionophores based on aluminum–dipyrrin complexes (ALDIPYs) and their strong recognition of alkaline earth ions
journal, January 2016
- Saikawa, Makoto; Daicho, Manami; Nakamura, Takashi
- Chemical Communications, Vol. 52, Issue 21
Efficient luminescent properties and cation recognition ability of heavy group 13 element complexes of N 2 O 2 - and N 2 O 4 -type dipyrrins
journal, January 2019
- Sumiyoshi, Akinobu; Chiba, Yusuke; Matsuoka, Ryota
- Dalton Transactions, Vol. 48, Issue 35
Electronic Structure and Reactivity of One-Electron-Oxidized Copper(II) Bis(phenolate)–Dipyrrin Complexes
journal, April 2018
- Lecarme, Lauréline; Kochem, Amélie; Chiang, Linus
- Inorganic Chemistry, Vol. 57, Issue 16
Facile Estimation of Catalytic Activity and Selectivities in Copolymerization of Propylene Oxide with Carbon Dioxide Mediated by Metal Complexes with Planar Tetradentate Ligand
journal, July 2014
- Ohkawara, Takahiro; Suzuki, Kohei; Nakano, Koji
- Journal of the American Chemical Society, Vol. 136, Issue 30
Gold(I) and Gold(III) Corroles
journal, October 2011
- Rabinovich, Elena; Goldberg, Israel; Gross, Zeev
- Chemistry - A European Journal, Vol. 17, Issue 44
Effect of Selective CF 3 Substitution on the Physical and Chemical Properties of Gold Corroles
journal, July 2017
- Sudhakar, Kolanu; Mizrahi, Amir; Kosa, Monica
- Angewandte Chemie International Edition, Vol. 56, Issue 33
X-ray Absorption Spectroscopy as a Probe of Ligand Noninnocence in Metallocorroles: The Case of Copper Corroles
journal, May 2019
- Lim, Hyeongtaek; Thomas, Kolle E.; Hedman, Britt
- Inorganic Chemistry, Vol. 58, Issue 10
Molecular structure of a gold β-octakis(trifluoromethyl)- meso -triarylcorrole: an 85° difference in saddling dihedral relative to copper
journal, April 2012
- Thomas, Kolle E.; Beavers, Christine M.; Ghosh, Abhik
- Molecular Physics, Vol. 110, Issue 19-20
The Structural Chemistry of Metallocorroles: Combined X-ray Crystallography and Quantum Chemistry Studies Afford Unique Insights
journal, March 2012
- Thomas, Kolle E.; Alemayehu, Abraham B.; Conradie, Jeanet
- Accounts of Chemical Research, Vol. 45, Issue 8
Crystal structure refinement with SHELXL
journal, January 2015
- Sheldrick, George M.
- Acta Crystallographica Section C Structural Chemistry, Vol. 71, Issue 1, p. 3-8
Stable neutral radicals of planar N 2 O 2 -type dipyrrin platinum complexes: hybrid radicals of the delocalized organic π-orbital and platinum d-orbital
journal, January 2016
- Yamamura, M.; Takizawa, H.; Gobo, Y.
- Dalton Transactions, Vol. 45, Issue 16
Mono-DMSO ligated cobalt nitrophenylcorroles: electrochemical and spectral characterization
journal, January 2018
- Jiang, X.; Shan, W.; Desbois, N.
- New Journal of Chemistry, Vol. 42, Issue 10
Metallocorroles as Nonprecious-Metal Catalysts for Oxygen Reduction
journal, October 2015
- Levy, Naomi; Mahammed, Atif; Kosa, Monica
- Angewandte Chemie International Edition, Vol. 54, Issue 47
Substituent Effects on Valence Ionization Potentials of Free Base Porphyrins: A Local Density Functional Study
journal, April 1995
- Ghosh, Abhik
- Journal of the American Chemical Society, Vol. 117, Issue 16
Manganese(III) Complexes of Bis(hydroxyphenyl)dipyrromethenes Are Potent Orally Active Peroxynitrite Scavengers
journal, March 2011
- Rausaria, Smita; Kamadulski, Andrew; Rath, Nigam P.
- Journal of the American Chemical Society, Vol. 133, Issue 12
Monomeric and dimeric red/NIR-fluorescent dipyrrin–germanium complexes: facile monomer–dimer interconversion driven by acid/base additions
journal, December 2013
- Yamamura, Masaki; Takizawa, Hiroyuki; Sakamoto, Naoya
- Tetrahedron Letters, Vol. 54, Issue 51
Undecaphenylcorroles
journal, September 2012
- Berg, Steffen; Thomas, Kolle E.; Beavers, Christine M.
- Inorganic Chemistry, Vol. 51, Issue 18
Left-right correlation energy
journal, March 2001
- Handy, Nicholas C.; Cohen, Aron J.
- Molecular Physics, Vol. 99, Issue 5
Relativistic regular two‐component Hamiltonians
journal, September 1993
- Lenthe, E. van; Baerends, E. J.; Snijders, J. G.
- The Journal of Chemical Physics, Vol. 99, Issue 6
Nonplanar, Noninnocent, and Chiral: A Strongly Saddled Metallocorrole
journal, September 2010
- Alemayehu, Abraham B.; Hansen, Lars Kristian; Ghosh, Abhik
- Inorganic Chemistry, Vol. 49, Issue 17
Ligand Noninnocence in Coinage Metal Corroles: A Silver Knife-Edge
journal, September 2015
- Thomas, Kolle E.; Vazquez-Lima, Hugo; Fang, Yuanyuan
- Chemistry - A European Journal, Vol. 21, Issue 47
Relativistic total energy using regular approximations
journal, December 1994
- van Lenthe, E.; Baerends, E. J.; Snijders, J. G.
- The Journal of Chemical Physics, Vol. 101, Issue 11
Electronic Structure of Corrole Derivatives: Insights from Molecular Structures, Spectroscopy, Electrochemistry, and Quantum Chemical Calculations
journal, November 2016
- Ghosh, Abhik
- Chemical Reviews, Vol. 117, Issue 4
High-valent transition metal centers and noninnocent ligands in metalloporphyrins and related molecules: a broad overview based on quantum chemical calculations
journal, September 2001
- Ghosh, Abhik; Steene, Erik
- JBIC Journal of Biological Inorganic Chemistry, Vol. 6, Issue 7
Corrections to tabulated anomalous-scattering factors
journal, March 1990
- Kissel, L.; Pratt, R. H.
- Acta Crystallographica Section A Foundations of Crystallography, Vol. 46, Issue 3
Copper Corroles Are Inherently Saddled
journal, August 2009
- Alemayehu, Abraham B.; Gonzalez, Emmanuel; Hansen, Lars Kristian
- Inorganic Chemistry, Vol. 48, Issue 16
A Metallocorrole with Orthogonal Pyrrole Rings
journal, March 2011
- Thomas, Kolle E.; Conradie, Jeanet; Hansen, Lars K.
- European Journal of Inorganic Chemistry, Vol. 2011, Issue 12