Synthesis of Phenylpyridine Iridium(III) Complexes with N-Heterocyclic Carbene as Ancillary Ligands

N. H.A. Bain, N. M. Ali, Y. Juahir, N. Hashim, I. M. Isa, A. Mohamed, A. Kamari, B. M. Yamin

Research output: Contribution to journalConference article

Abstract

In this study, [Ir(2,4-F2ppy)2(2-(1,2,4-triazol-1-yl)pyridine>)]PF6 (C1), [Ir(2,4-F2ppy)2(2-(2-(4-dimethylbenzyl)-1,2,4-triazol-1-yl)pyridine)]PF6 (C2) and [Ir(2,4-F2ppy)2(2(2-hexyl-1,2,4-triazol-1-yl)pyridine)]PF6 (C3) complexes were successfully synthesised by refluxing the mixture of dichloro-bridged iridium(III) dimer, [Ir(2,4-F2ppy)2(μ-Cl)]2 and corresponding triazolium salt containing N-heterocyclic carbene (NHC) as ancillary ligands. 1H NMR of all complexes display well-resolved signals between 10.00-5.00 ppm assign to proton at the aromatic region for penylpyridine and pyridyltriazole. Spectra of C2 and C3 also display signals at aliphatic region (singlets) between 0.80-1.50 ppm that proved the presence of methylbenzyl and hexyl substituent on the pyridyltriazole ring. In addition, IR analysis reported the presence of C=C and C=N stretching of pyridine at range 1570-1470cm-1 and C-H stretching of aromatic pyridine at 2990-3080cm-1. Besides, UV-Vis absorption data showed that the low-energy metal-to-ligand charge-transfer (MLCT) band in C2 (364 nm) is significantly blue-shifted compared to C1 (375 nm) and C3 (381 nm). Overall, this study reported the synthesis and spectroscopic study of phenylpyridine Ir(III) complexes with various types of pyridyltriazole (NHC ancillary ligands).

Original languageEnglish
Article number012010
JournalIOP Conference Series: Materials Science and Engineering
Volume440
Issue number1
DOIs
Publication statusPublished - 31 Oct 2018
Event1st International Fundamentum Science Symposium 2018 - Kuala Terengganu, Malaysia
Duration: 25 Jun 201826 Jun 2018

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Iridium
Pyridine
Ligands
Stretching
Dimers
Protons
Charge transfer
Salts
Metals
Nuclear magnetic resonance
pyridine
carbene

ASJC Scopus subject areas

  • Materials Science(all)
  • Engineering(all)

Cite this

Synthesis of Phenylpyridine Iridium(III) Complexes with N-Heterocyclic Carbene as Ancillary Ligands. / Bain, N. H.A.; Ali, N. M.; Juahir, Y.; Hashim, N.; Isa, I. M.; Mohamed, A.; Kamari, A.; Yamin, B. M.

In: IOP Conference Series: Materials Science and Engineering, Vol. 440, No. 1, 012010, 31.10.2018.

Research output: Contribution to journalConference article

Bain, N. H.A. ; Ali, N. M. ; Juahir, Y. ; Hashim, N. ; Isa, I. M. ; Mohamed, A. ; Kamari, A. ; Yamin, B. M. / Synthesis of Phenylpyridine Iridium(III) Complexes with N-Heterocyclic Carbene as Ancillary Ligands. In: IOP Conference Series: Materials Science and Engineering. 2018 ; Vol. 440, No. 1.
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abstract = "In this study, [Ir(2,4-F2ppy)2(2-(1,2,4-triazol-1-yl)pyridine>)]PF6 (C1), [Ir(2,4-F2ppy)2(2-(2-(4-dimethylbenzyl)-1,2,4-triazol-1-yl)pyridine)]PF6 (C2) and [Ir(2,4-F2ppy)2(2(2-hexyl-1,2,4-triazol-1-yl)pyridine)]PF6 (C3) complexes were successfully synthesised by refluxing the mixture of dichloro-bridged iridium(III) dimer, [Ir(2,4-F2ppy)2(μ-Cl)]2 and corresponding triazolium salt containing N-heterocyclic carbene (NHC) as ancillary ligands. 1H NMR of all complexes display well-resolved signals between 10.00-5.00 ppm assign to proton at the aromatic region for penylpyridine and pyridyltriazole. Spectra of C2 and C3 also display signals at aliphatic region (singlets) between 0.80-1.50 ppm that proved the presence of methylbenzyl and hexyl substituent on the pyridyltriazole ring. In addition, IR analysis reported the presence of C=C and C=N stretching of pyridine at range 1570-1470cm-1 and C-H stretching of aromatic pyridine at 2990-3080cm-1. Besides, UV-Vis absorption data showed that the low-energy metal-to-ligand charge-transfer (MLCT) band in C2 (364 nm) is significantly blue-shifted compared to C1 (375 nm) and C3 (381 nm). Overall, this study reported the synthesis and spectroscopic study of phenylpyridine Ir(III) complexes with various types of pyridyltriazole (NHC ancillary ligands).",
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T1 - Synthesis of Phenylpyridine Iridium(III) Complexes with N-Heterocyclic Carbene as Ancillary Ligands

AU - Bain, N. H.A.

AU - Ali, N. M.

AU - Juahir, Y.

AU - Hashim, N.

AU - Isa, I. M.

AU - Mohamed, A.

AU - Kamari, A.

AU - Yamin, B. M.

PY - 2018/10/31

Y1 - 2018/10/31

N2 - In this study, [Ir(2,4-F2ppy)2(2-(1,2,4-triazol-1-yl)pyridine>)]PF6 (C1), [Ir(2,4-F2ppy)2(2-(2-(4-dimethylbenzyl)-1,2,4-triazol-1-yl)pyridine)]PF6 (C2) and [Ir(2,4-F2ppy)2(2(2-hexyl-1,2,4-triazol-1-yl)pyridine)]PF6 (C3) complexes were successfully synthesised by refluxing the mixture of dichloro-bridged iridium(III) dimer, [Ir(2,4-F2ppy)2(μ-Cl)]2 and corresponding triazolium salt containing N-heterocyclic carbene (NHC) as ancillary ligands. 1H NMR of all complexes display well-resolved signals between 10.00-5.00 ppm assign to proton at the aromatic region for penylpyridine and pyridyltriazole. Spectra of C2 and C3 also display signals at aliphatic region (singlets) between 0.80-1.50 ppm that proved the presence of methylbenzyl and hexyl substituent on the pyridyltriazole ring. In addition, IR analysis reported the presence of C=C and C=N stretching of pyridine at range 1570-1470cm-1 and C-H stretching of aromatic pyridine at 2990-3080cm-1. Besides, UV-Vis absorption data showed that the low-energy metal-to-ligand charge-transfer (MLCT) band in C2 (364 nm) is significantly blue-shifted compared to C1 (375 nm) and C3 (381 nm). Overall, this study reported the synthesis and spectroscopic study of phenylpyridine Ir(III) complexes with various types of pyridyltriazole (NHC ancillary ligands).

AB - In this study, [Ir(2,4-F2ppy)2(2-(1,2,4-triazol-1-yl)pyridine>)]PF6 (C1), [Ir(2,4-F2ppy)2(2-(2-(4-dimethylbenzyl)-1,2,4-triazol-1-yl)pyridine)]PF6 (C2) and [Ir(2,4-F2ppy)2(2(2-hexyl-1,2,4-triazol-1-yl)pyridine)]PF6 (C3) complexes were successfully synthesised by refluxing the mixture of dichloro-bridged iridium(III) dimer, [Ir(2,4-F2ppy)2(μ-Cl)]2 and corresponding triazolium salt containing N-heterocyclic carbene (NHC) as ancillary ligands. 1H NMR of all complexes display well-resolved signals between 10.00-5.00 ppm assign to proton at the aromatic region for penylpyridine and pyridyltriazole. Spectra of C2 and C3 also display signals at aliphatic region (singlets) between 0.80-1.50 ppm that proved the presence of methylbenzyl and hexyl substituent on the pyridyltriazole ring. In addition, IR analysis reported the presence of C=C and C=N stretching of pyridine at range 1570-1470cm-1 and C-H stretching of aromatic pyridine at 2990-3080cm-1. Besides, UV-Vis absorption data showed that the low-energy metal-to-ligand charge-transfer (MLCT) band in C2 (364 nm) is significantly blue-shifted compared to C1 (375 nm) and C3 (381 nm). Overall, this study reported the synthesis and spectroscopic study of phenylpyridine Ir(III) complexes with various types of pyridyltriazole (NHC ancillary ligands).

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