Synthesis, Characterization, and Photophysical Properties of Novel BODIPY and [Zn(dipyrrin)2] Complexes from an Asymmetrical Dipyrromethene Ligand

Gökhan Sevinç

Makale detayları

Synthesis, Characterization, and Photophysical Properties of Novel BODIPY and [Zn(dipyrrin)2] Complexes from an Asymmetrical Dipyrromethene Ligand

Yazarlar:

Gökhan Sevinç

Yayıncı:

Turkish Chemical Society

Ana Başlıklar:

Inorganic Chemistry (Other) | Optical Properties of Materials | Organic Chemical Synthesis

Dergi:

Journal of the Turkish Chemical Society Section A: Chemistry Vol.12 Issue 1, pp.23-34

Belge Tipi:

Makale

Yayın Tarihi:

3/2025

Belge Dili:

İngilizce

Document ID (Org No.):

2001340696

pISSN:

2149-0120

Anahtar kelimeler:

Özet:

 In this study, novel homoleptic BF2 and Zn II complexes derived from an asymmetric dipyrromethene ligand were synthesized, with their chemical structures elucidated through NMR, and HRMS techniques. The photophysical characteristics in solution were investigated utilizing UV-visible absorption and fluorescence spectroscopy. The experimental results are clarified through Density Functional Theory DFT calculations and electron-hole analysis. Theoretical analyses have demonstrated that, following excitation, both electrons and holes remain confined exclusively within the BODIPY core. The charge-transfer transitions were identified between reciprocal ligands, which are responsible for the redshift observed in the main absorption band, as evidenced by electron-hole analysis. The energy levels of the frontier molecular orbitals converge contingent upon the incorporation of naphthyl and p-methoxyphenyl substituents. When analyzed under an inert nitrogen atmosphere, the compounds exhibited considerable thermal stability. Despite the similarity in the TGA curves of the complexes, the formation of the homoleptic complex resulted in an enhancement in degradation temperatures. This study indicates that chromophoric dipyrromethene complexes present advantageous prospects for advancing the development of novel materials that are both photostable and thermostable, effectively integrating charge transfer with low energy within the visible andor near-infrared spectra.

 In this study, novel homoleptic BF2 and Zn II complexes derived from an asymmetric dipyrromethene ligand were synthesized, with their chemical structures elucidated through NMR, and HRMS techniques. The photophysical characteristics in solution were investigated utilizing UV-visible absorption and fluorescence spectroscopy. The experimental results are clarified through Density Functional Theory DFT calculations and electron-hole analysis. Theoretical analyses have demonstrated that, following excitation, both electrons and holes remain confined exclusively within the BODIPY core. The charge-transfer transitions were identified between reciprocal ligands, which are responsible for the redshift observed in the main absorption band, as evidenced by electron-hole analysis. The energy levels of the frontier molecular orbitals converge contingent upon the incorporation of naphthyl and p-methoxyphenyl substituents. When analyzed under an inert nitrogen atmosphere, the compounds exhibited considerable thermal stability. Despite the similarity in the TGA curves of the complexes, the formation of the homoleptic complex resulted in an enhancement in degradation temperatures. This study indicates that chromophoric dipyrromethene complexes present advantageous prospects for advancing the development of novel materials that are both photostable and thermostable, effectively integrating charge transfer with low energy within the visible andor near-infrared spectra.

 In this study, novel homoleptic BF2 and Zn II complexes derived from an asymmetric dipyrromethene ligand were synthesized, with their chemical structures elucidated through NMR, and HRMS techniques. The photophysical characteristics in solution were investigated utilizing UV-visible absorption and fluorescence spectroscopy. The experimental results are clarified through Density Functional Theory DFT calculations and electron-hole analysis. Theoretical analyses have demonstrated that, following excitation, both electrons and holes remain confined exclusively within the BODIPY core. The charge-transfer transitions were identified between reciprocal ligands, which are responsible for the redshift observed in the main absorption band, as evidenced by electron-hole analysis. The energy levels of the frontier molecular orbitals converge contingent upon the incorporation of naphthyl and p-methoxyphenyl substituents. When analyzed under an inert nitrogen atmosphere, the compounds exhibited considerable thermal stability. Despite the similarity in the TGA curves of the complexes, the formation of the homoleptic complex resulted in an enhancement in degradation temperatures. This study indicates that chromophoric dipyrromethene complexes present advantageous prospects for advancing the development of novel materials that are both photostable and thermostable, effectively integrating charge transfer with low energy within the visible andor near-infrared spectra.

 In this study, novel homoleptic BF2 and Zn II complexes derived from an asymmetric dipyrromethene ligand were synthesized, with their chemical structures elucidated through NMR, and HRMS techniques. The photophysical characteristics in solution were investigated utilizing UV-visible absorption and fluorescence spectroscopy. The experimental results are clarified through Density Functional Theory DFT calculations and electron-hole analysis. Theoretical analyses have demonstrated that, following excitation, both electrons and holes remain confined exclusively within the BODIPY core. The charge-transfer transitions were identified between reciprocal ligands, which are responsible for the redshift observed in the main absorption band, as evidenced by electron-hole analysis. The energy levels of the frontier molecular orbitals converge contingent upon the incorporation of naphthyl and p-methoxyphenyl substituents. When analyzed under an inert nitrogen atmosphere, the compounds exhibited considerable thermal stability. Despite the similarity in the TGA curves of the complexes, the formation of the homoleptic complex resulted in an enhancement in degradation temperatures. This study indicates that chromophoric dipyrromethene complexes present advantageous prospects for advancing the development of novel materials that are both photostable and thermostable, effectively integrating charge transfer with low energy within the visible andor near-infrared spectra.

Makale detayları

Synthesis, Characterization, and Photophysical Properties of Novel BODIPY and [Zn(dipyrrin)2] Complexes from an Asymmetrical Dipyrromethene Ligand

Yazarlar:

Gökhan Sevinç

Yayıncı:

Turkish Chemical Society

Ana Başlıklar:

Inorganic Chemistry (Other) | Optical Properties of Materials | Organic Chemical Synthesis

Dergi:

Journal of the Turkish Chemical Society Section A: Chemistry Vol.12 Issue 1, pp.23-34

Belge Tipi:

Makale

Yayın Tarihi:

3/2025

Belge Dili:

İngilizce

Document ID (Org No.):

2001340696

pISSN:

2149-0120

BODIPY

DFT

Unsymmetrical BODIPY

Dipyrromethene Zinc (II) Complex

Sayı

Makale detayları

Synthesis, Characterization, and Photophysical Properties of Novel BODIPY and [Zn(dipyrrin)2] Complexes from an Asymmetrical Dipyrromethene Ligand

Yazarlar: Gökhan Sevinç

Yayıncı: Turkish Chemical Society

Ana Başlıklar: Inorganic Chemistry (Other) | Optical Properties of Materials | Organic Chemical Synthesis

Dergi: Journal of the Turkish Chemical Society Section A: Chemistry Vol.12 Issue 1, pp.23-34

Belge Tipi: Makale

Yayın Tarihi: 3/2025

Belge Dili: İngilizce

Document ID (Org No.): 2001340696

pISSN: 2149-0120

BODIPY

DFT

Unsymmetrical BODIPY

Dipyrromethene Zinc (II) Complex

Sayı

Yazarlar:

Gökhan Sevinç

Yayıncı:

Turkish Chemical Society

Ana Başlıklar:

Inorganic Chemistry (Other) | Optical Properties of Materials | Organic Chemical Synthesis

Dergi:

Journal of the Turkish Chemical Society Section A: Chemistry Vol.12 Issue 1, pp.23-34

Belge Tipi:

Makale

Yayın Tarihi:

3/2025

Belge Dili:

İngilizce

Document ID (Org No.):

2001340696

pISSN:

2149-0120