Inclusion properties of 3-fluoromesotetraphenylporphyrin with C60 and C70.
To improve the selectivity ratio of C70 over C60, a new designer molecule, viz., 3-fluoromesotetraphenylporphyrin (1) has been reported in the present investigations. Fluorescence studies reveal that the Q-absorption band of 1 gets sufficient quenching effect upon addition of both C60 and C70. Binding constants (K) of the C60/1 and C70/1 complexes are estimated to be 580 and 10,800 dm3 mol(-1), respectively. Thus, K(C70)/K(C60) is approximately 19 which is very large and even comparable with other macrocyclic host molecules like calix[5]arene, azacalix[m]arene[n]pyridine, cyclotriveratrylenophane and calixarene bisporphyrin. 1H NMR chemical shift measurements show that the -NH- proton of 1 suffers more shifts in presence of C70 compared to C60. This finding also offers a good support in favor of high K value for C70/1 complex as well as large selectivity ratio of C70 over C60.
Bhattacharya
Sumanta
S
Department of Chemistry, The University of Burdwan, Golapbag, Burdwan 713104, India. sum_9974@rediffmail.com
Nayak
Sandip K
SK
Chattopadhyay
Subrata
S
Ghosh
Kalyan
K
Banerjee
Manas
M
D037741:Fullerenes / Q000737:chemistry*; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D011166:Porphyrins / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet
D037741:Fullerenes; D011166:Porphyrins; D012997:Solvents; C409084:tetraphenylporphyrin