Luminescent rhenium(I) complexes of substituted imidazole[4,5-f]-1,10-phenanthroline derivatives

Bonello, R. Owen; Morgan, Ian Rhys; Yeo, Benjamin Roy; Jones, L.; Kariuki, Benson M.; Fallis, Ian A.; Pope, Simon J. A.

doi:10.1016/j.jorganchem.2013.08.031

Cited by 29 publications

(26 citation statements)

References 56 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Their bond lengths and angles display the typical features of Re (I) tricarbonyl diimine complexes . The calculated bond lengths and angles of 1 are in satisfactory agreement with the experimental values based on crystallographic data from the literature . The slight deviations between the calculated and experimental are probably due to the fact that the effects of crystal packing and chemical environment are not considered in theoretical calculations.…”

Section: Resultssupporting

confidence: 73%

“…For example, the fused imidazo[4,5‐f]‐1,10‐phenanthroline unit has also been used as ligands for synthesis of visible light absorbing ruthenium (II) complexes . Recently, Bonello and coworkers have also synthesized a new series of chromophoric ligands based on this ligand, showing that the fluorescence behaviors can be tuned through changing substitution, and reported the synthesis, characterization and structures with the rhenium (I) complexes . However, the theoretical study on the relationship between structures and photophysical properties is sparse for these complexes.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

DFT/TDDFT studies of the ancillary ligand effects on structures and photophysical properties of rhenium (I) tricarbonyl complexes with the imidazo[4,5-f]-1,10-phenanthroline ligand

Yang

Zhang

Jia

et al. 2015

Int. J. Quantum Chem.

View full text Add to dashboard Cite

The seven rhenium (I) tricarbonyl complexes having a general formula fac-[ReBr(CO) 3 (R 1 ,R 2 ,R 3 -N^N)] (N^N 5 imidazo[4,5-f]-1,10-phenanthroline; R 1 5 A t Bu, R 2 5 R 3 5 AH, 1; R 1 5 ACBCH, R 2 5 R 3 5 AH, 2; R 1 5 A t Bu, R 2 5 ACBCH, R 3 5 AH, 3; R 1 5 A t Bu, R 2 5 R 3 5 ACBCH, 4; R 1 5 A t Bu, R 2 5 ACH 3 , R 3 5 AH, 5; R 1 5 A t Bu, R 2 5 R 3 5 ACH 3 , 6; R 1 5 A t Bu, R 2 5 AOCH 3 , R 3 5 AH, 7) have been investigated theoretically by density functional theory (DFT) and time-dependent density functional theory (TDDFT) methods. The different substituted groups on N^N ligand induce changes on the electronic structures and photophysical properties for these complexes. It is found that the introduction of ACBC decreases the energy level of lowest unoccupied molecular orbital (LUMO) while the introduction of ACH 3 or AOCH 3 lead to increase the energy level of LUMO. The order of LUMO energy level rising is in line with the increasing of donating abilities of substituted groups; and the influence of R 2 position is greater than that of R 1 position on LUMO energy level. The lowest energy absorption bands have changes in the order of 7 < 6 < 5 < 1 < 2 < 3 < 4. These results of electronic affinity (EA), ionization potential (IP), and reorganization energy (k) indicate that all of these complexes can be used as electron transporting materials. Moreover, the smallest difference between k electron and k hole of 4 indicates that it is better to be used as an emitter in the organic light-emitting diodes.

show abstract

Section: Resultssupporting

confidence: 73%

Section: Introductionmentioning

confidence: 99%

DFT/TDDFT studies of the ancillary ligand effects on structures and photophysical properties of rhenium (I) tricarbonyl complexes with the imidazo[4,5-f]-1,10-phenanthroline ligand

Yang

Zhang

Jia

et al. 2015

Int. J. Quantum Chem.

View full text Add to dashboard Cite

show abstract

“…The fac-[Re(N^N)(CO) 3 (L)] n+ complexes are the most popular Re(I) complexes for their luminescent properties [17][18][19][20][21][22], where N^N ligand represents a neutral diimine ligand, such as 1,10-phenanthroline(phen) or 2,2′-bipyridine(bipy), L is an ancillary ligand and n = 0 or 1 depending on the anionic or neutral charge of L ligand. And rich variety of researches have successfully proven that properties of transition metal complexes are varied by the introduction of differently functional groups, such as electron-donating groups (-NH 2 , -OCH 3 , -CH 3 ) or -withdrawing groups (-F,-Cl, -CN, -NO 2 ) [23][24][25][26][27]. Recently, the photophysical properties of mononuclear and dinuclear tricarbonyl rhenium(I) tetrazolato complexes and the indirect influence of the tetrazolato ancillary ligand in governing the relative energy of the 3 MLCT [5d(Re)→π*(diimine)] excited states via stabilization or destabilization of 5d orbitals of Re have been researched by Wright et al [28][29].…”

Section: Introductionmentioning

confidence: 99%

The effect of group-substitution on structures and photophysical properties of rhenium(I) tricarbonyl complexes with pyridyltetrazole ligand: A DFT/TDDFT study

Yang

Wang

Guo

et al. 2016

Materials Chemistry and Physics

View full text Add to dashboard Cite

A series of rhenium(I) tricarbonyl complexes having a general formula fac-[Re (CO) 3 (L)(R-N^N)] (L = Br; N ∧ N = tert-butylated pyridyltetrazole; R=-H, 1;-NO 2 , 2;-CN, 3;-OCH 3 , 4;-CH 3 , 5) have been investigated theoretically by density functional theory (DFT) and time-dependent density functional theory (TDDFT) methods. The calculated results reveal that introductions of different groups on R position of N^N ligand can induce changes on electronic structures, photophysical properties and emission quantum yield for these complexes. When the electron-withdrawing groups (-NO 2 and-CN) are introduced in complex 2 and 3, the lowest energy absorption and emission bands are red-shifted compared with that of 1. On the contrary, the introduction of electron-donating group (-OCH 3 and-CH 3) in complex 4 and 5 cause corresponding blue-shifted. For these complexes, the stronger electron-donating ability of introduced group on N^N ligand is, the larger blue-shifted of the lowest energy absorption and emission bands is. The solvent effect on absorption and emission spectrum indicates that the lowest-energy absorption and emission bands have both red shifts with the decrease of solvent polarity. The electronic affinity (EA), ionization potential (IP) and reorganization energy (λ) results show that complex 4 may be suitable to be used as an emitter in organic light-emitting diodes OLEDs. Meanwhile the emission quantum yield of complex 4 is possibly higher than other complexes.

show abstract

“…So far, such ligands are largely used as neutral ligands to prepare ionic complexes. [15][16][17][18] However, they are occasionally deprotonated to produce neutral complexes, 19 including copper(I) neutral complexes.…”

Section: Introductionmentioning

confidence: 99%

Two Neutral Copper(I) Complexes Bearing 2‐(4‐Nitrophenyl) Imidazole[4,5‐f]‐1,10‐Phenanthroline: Synthesis, Crystal Structure, and Luminescence Properties

Liu

Zhang

et al. 2016

Bulletin Korean Chem Soc

View full text Add to dashboard Cite

Two neutral copper(I) complexes (1 and 2) bearing deprotonated 2-(4-nitro phenyl) imidazole[4,5-f]-1,10-phenanthroline (NPIP) and different phosphine ligands (bis[2-(diphenylphosphino) phenyl]ether (DPEphos) and PPh 3 ) were synthesized and characterized. The molecular structure of a representative complex (1) was established by single-crystal X-ray diffraction. The complex features the metal in a distorted tetrahedral environment surrounded by two N atoms of the chelating NPIP ligand and two P atoms from DPEphos ligand. The emission spectra show that the two complexes exhibit yellow emission both in anhydrous ether and in the solid powder form. Density functional theory (DFT) calculation was carried out at the B3LYP/6-31G** level to determine the electronic transition within the molecule.

show abstract

Luminescent rhenium(I) complexes of substituted imidazole[4,5-f]-1,10-phenanthroline derivatives

Cited by 29 publications

References 56 publications

DFT/TDDFT studies of the ancillary ligand effects on structures and photophysical properties of rhenium (I) tricarbonyl complexes with the imidazo[4,5-f]-1,10-phenanthroline ligand

DFT/TDDFT studies of the ancillary ligand effects on structures and photophysical properties of rhenium (I) tricarbonyl complexes with the imidazo[4,5-f]-1,10-phenanthroline ligand

The effect of group-substitution on structures and photophysical properties of rhenium(I) tricarbonyl complexes with pyridyltetrazole ligand: A DFT/TDDFT study

Two Neutral Copper(I) Complexes Bearing 2‐(4‐Nitrophenyl) Imidazole[4,5‐f]‐1,10‐Phenanthroline: Synthesis, Crystal Structure, and Luminescence Properties

Contact Info

Product

Resources

About