Skip navigation
Please use this identifier to cite or link to this item: http://repository.iitr.ac.in/handle/123456789/3565
Title: Î²-Trisubstituted “Push–Pull†Porphyrins – Synthesis and Structural, Photophysical, and Electrochemical Redox Properties
Authors: Yadav P.
Kumar R.
Saxena A.
Butcher R.J.
Sankar M.
Published in: European Journal of Inorganic Chemistry
Abstract: A family of tri-β-substituted porphyrins, MTPP(CH3)2X (M = 2H, Co, Ni, Cu and Zn; X = NO2 or CHO; TPP = tetraphenylporphyrin), was synthesized and characterized by various spectroscopic techniques. The single-crystal X-ray structures of NiTPP(CH3)2CHO and H2TPP(CH3)2NO2 revealed ruffled and saddle conformations of the porphyrin core, respectively. The effects of the β substituents were reflected in bathochromic shifts of the electronic spectral features and positive or negative shifts of the redox potentials. H2TPP(CH3)2NO2 and H2TPP(CH3)2CHO exhibited very high dipole moments (5.76–7.59 D) compared with that of H2TPP (0.052 D) owing to the push–pull effect. These push–pull porphyrins exhibited lower HOMO–LUMO gaps than those of MTPP(NO2) and MTPP. The redox tunability was achieved through the introduction of electron donor and acceptor groups at the porphyrin backbone. © 2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Citation: European Journal of Inorganic Chemistry (2017), 2017(26): 3269-3274
URI: https://doi.org/10.1002/ejic.201700310
http://repository.iitr.ac.in/handle/123456789/3565
Issue Date: 2017
Publisher: Wiley-VCH Verlag
Keywords: Density functional calculations
Macrocycles
Physicochemical properties
Structure elucidation
Substituent effects
ISSN: 14341948
Author Scopus IDs: 56379701700
55389796000
57192891136
7201947292
6701530390
Author Affiliations: Yadav, P., Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, 247667, India
Kumar, R., Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, 247667, India
Saxena, A., Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, 247667, India
Butcher, R.J., Department of Chemistry, Howard University, Washington, DC 20059, United States
Sankar, M., Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, 247667, India
Funding Details: M. S. sincerely thanks the Board of Research in Nuclear Science (2012/37C/61/BRNS) and the Science and Engineering Research Board (SB/FT/CS-015/2012) for funding. P. Y. thanks the Council of Scientific and Industrial Research (CSIR), Govt. of India, for a Senior Research Fellowship.
Corresponding Author: Sankar, M.; Department of Chemistry, Indian Institute of Technology RoorkeeIndia; email: sankafcy@iitr.ac.in
Appears in Collections:Journal Publications [CY]

Files in This Item:
There are no files associated with this item.
Show full item record


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.