Cyclometalated Ni(II) Complexes [Ni((NCN)-C-boolean AND-N-boolean AND)X] of the Tridentate 2,6-di(2-pyridyl)phen-ide Ligand
A series of cyclometalated Ni(II) complexes [Ni(PyPhPy)X] containing anionic (NCN-)-C-boolean AND-N-boolean AND tridentate ligand Py(Ph-)Py 2,6-di(2-pyridyl)benzene1-ide, (Py(HPh)Py = 1,3-di(2-pyridyl)benzene) and X = Cl, Br, or I as coligands, were studied. All three complexes were obtained through...
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| Veröffentlicht in: | Organometallics Jg. 39; H. 15; S. 2820 - 2829 |
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| Sprache: | Englisch |
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Amer Chemical Soc
10.08.2020
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| ISSN: | 0276-7333, 1520-6041 |
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| Abstract | A series of cyclometalated Ni(II) complexes [Ni(PyPhPy)X] containing anionic (NCN-)-C-boolean AND-N-boolean AND tridentate ligand Py(Ph-)Py 2,6-di(2-pyridyl)benzene1-ide, (Py(HPh)Py = 1,3-di(2-pyridyl)benzene) and X = Cl, Br, or I as coligands, were studied. All three complexes were obtained through direct C-H base-assisted nickelation from NiX2 and Py(HPh)Py using KOAc/K2CO3 in nonpolar high-boiling point solvents. While the overall molecular structures are quite similar to those of the previously studied [Ni((CNN)-N-boolean AND-N-boolean AND)X] complexes with the anionic (CNN)-N-boolean AND-N-boolean AND tridentate -Phbpy (HPhbpy = 6-(phenyl)-2,2'-bipyridine) ligand, bond lengths in the molecular structures are slightly different. Large differences between these (NCN)-C-boolean AND-N-boolean AND and (CNN)-N-boolean AND-N-boolean AND Ni complexes which can be traced to the different orientation of the X coligand to the carbanionic phen-ide group, trans or cis, and the different ligand pattern, Py-Ph-Py versus Ph-Py-Py, were found for the UV-vis absorption spectra and the electrochemical reductions, while the oxidation potentials are very similar. Extended DFT calculations with the TPSSh functional associate the indifference of oxidation potentials with conserved energies of metal-borne HOMOs. By contrast, the diminished pi-acceptor qualities of the (NCN)-C-boolean AND-N-boolean AND ligand translate into a destabilization of the LUMO by ca. 400 mV and a blue-shift of the leading visible transition by 80 nm in very good agreement with the experimental data. |
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| AbstractList | A series of cyclometalated Ni(II) complexes [Ni(PyPhPy)X] containing anionic (NCN-)-C-boolean AND-N-boolean AND tridentate ligand Py(Ph-)Py 2,6-di(2-pyridyl)benzene1-ide, (Py(HPh)Py = 1,3-di(2-pyridyl)benzene) and X = Cl, Br, or I as coligands, were studied. All three complexes were obtained through direct C-H base-assisted nickelation from NiX2 and Py(HPh)Py using KOAc/K2CO3 in nonpolar high-boiling point solvents. While the overall molecular structures are quite similar to those of the previously studied [Ni((CNN)-N-boolean AND-N-boolean AND)X] complexes with the anionic (CNN)-N-boolean AND-N-boolean AND tridentate -Phbpy (HPhbpy = 6-(phenyl)-2,2'-bipyridine) ligand, bond lengths in the molecular structures are slightly different. Large differences between these (NCN)-C-boolean AND-N-boolean AND and (CNN)-N-boolean AND-N-boolean AND Ni complexes which can be traced to the different orientation of the X coligand to the carbanionic phen-ide group, trans or cis, and the different ligand pattern, Py-Ph-Py versus Ph-Py-Py, were found for the UV-vis absorption spectra and the electrochemical reductions, while the oxidation potentials are very similar. Extended DFT calculations with the TPSSh functional associate the indifference of oxidation potentials with conserved energies of metal-borne HOMOs. By contrast, the diminished pi-acceptor qualities of the (NCN)-C-boolean AND-N-boolean AND ligand translate into a destabilization of the LUMO by ca. 400 mV and a blue-shift of the leading visible transition by 80 nm in very good agreement with the experimental data. |
| Author | Hoerner, Gerald Kletsch, Lukas Klein, Axel |
| Author_xml | – sequence: 1 givenname: Lukas surname: Kletsch fullname: Kletsch, Lukas organization: Univ Cologne, Inst Anorgan Chem, Dept Chem, D-50939 Cologne, Germany – sequence: 2 givenname: Gerald orcidid: 0000-0002-3883-2879 surname: Hoerner fullname: Hoerner, Gerald email: gerald.hoerner@uni-bayreuth.de organization: Univ Bayreuth, Inst Chem, Anorgan Chem 4, D-95440 Bayreuth, Germany – sequence: 3 givenname: Axel orcidid: 0000-0003-0093-9619 surname: Klein fullname: Klein, Axel email: axel.klein@uni-koeln.de organization: Univ Cologne, Inst Anorgan Chem, Dept Chem, D-50939 Cologne, Germany |
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| CitedBy_id | crossref_primary_10_3390_inorganics13020041 crossref_primary_10_3390_molecules30091901 crossref_primary_10_1002_tcr_202100009 crossref_primary_10_1021_acs_organomet_4c00500 crossref_primary_10_3390_molecules26165051 crossref_primary_10_1002_ejic_202000727 crossref_primary_10_1002_anie_202312851 crossref_primary_10_1002_ange_202312851 crossref_primary_10_3390_inorganics11040174 crossref_primary_10_1002_zaac_202500089 crossref_primary_10_1002_advs_202306801 crossref_primary_10_1039_D5DT01385B crossref_primary_10_1021_jacs_0c12568 crossref_primary_10_1002_zaac_202100196 |
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| Keywords | NICKEL-COMPLEXES CARBENE PLATINUM(II) COMPLEXES MOLECULAR-STRUCTURE 6-PHENYL-2,2-BIPYRIDINE REACTIVITY CRYSTAL-STRUCTURES BOND ACTIVATION HYDROHETEROARYLATION METAL-COMPLEXES |
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| Title | Cyclometalated Ni(II) Complexes [Ni((NCN)-C-boolean AND-N-boolean AND)X] of the Tridentate 2,6-di(2-pyridyl)phen-ide Ligand |
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