Unsymmetrical bipyrrole derived highly soluble and emissive β-dialkylporphycenes with good singlet oxygen generation ability

2020 ◽  
Vol 24 (01n03) ◽  
pp. 121-128 ◽  
Author(s):  
Narendra N. Pati ◽  
B. Satish Kumar ◽  
Dharani Sivadasan ◽  
Sipra Sucharita Sahoo ◽  
Pradeepta K. Panda

Four novel [Formula: see text]-dialkylated porphycenes, [Formula: see text]. 2,12-(DEPoT and DPPoT) and 2,17-(DEPoC and DPPoC) were realized for the first time in porphycene chemistry. Unsymmetrically substituted monoalkylbipyrrole dialdehydes were subjected to McMurry coupling reactions to produce the isomeric [Formula: see text]-dialkylated porphycenes. All these porphycenes exhibit unexpectedly good solubility in common organic solvents. The positional effects of alkyl groups could be controlled through diversification in structure of porphycene cores and, as a result, their photophysical properties. DPPoT presents significant fluorescence accompanied by reasonable singlet oxygen generation ability.

2012 ◽  
Vol 116 (49) ◽  
pp. 14228-14234 ◽  
Author(s):  
Wenli Shao ◽  
Hui Wang ◽  
Shuang He ◽  
Lei Shi ◽  
Kaimei Peng ◽  
...  

Tetrahedron ◽  
2012 ◽  
Vol 68 (4) ◽  
pp. 1153-1162 ◽  
Author(s):  
Maria J. Ortiz ◽  
Antonia R. Agarrabeitia ◽  
Gonzalo Duran-Sampedro ◽  
Jorge Bañuelos Prieto ◽  
Teresa Arbeloa Lopez ◽  
...  

2016 ◽  
Vol 22 (12) ◽  
pp. 4164-4174 ◽  
Author(s):  
Atanu Jana ◽  
Luke McKenzie ◽  
Ashley B. Wragg ◽  
Masatoshi Ishida ◽  
Jonathan P. Hill ◽  
...  

2013 ◽  
Vol 17 (10) ◽  
pp. 964-971 ◽  
Author(s):  
Pınar Şen ◽  
Catherine Hirel ◽  
Ayşe-Gül Gürek ◽  
Chantal Andraud ◽  
Yann Bretonnière ◽  
...  

Three differently substituted Pd-tetraphenyl-porphyrins complexes were synthesized and their X-ray crystal and photophysical properties were studied. All compounds display intense phosphorescence in de-aerated solutions at room temperature with decay time in the μs range. An efficient spin transfer to oxygen in aerated solutions was monitored using singlet oxygen (1 O 2) luminescence at 1275 nm. For all compounds, the quantum efficiency for generating singlet oxygen was found to be close to unity. Interesting differences in the pathways from the excited singlet state to singlet oxygen via the intermediate triplet state were observed. The excitation spectra obtained while recording the phosphorescence at 1275 nm closely matched the absorption spectra with two bands: the Soret (or B) band near 410–420 nm and a split Q-band at 510–520 nm. Noticeable differences in the B/Q intensity ratio between the absorption and excitation spectra (for both phosphorescence and singlet oxygen luminescence) were determined, indicating different Sx → T1 pathways.


Sign in / Sign up

Export Citation Format

Share Document