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DC Field | Value | Language |
---|---|---|
dc.contributor.author | Grover, Nitika | - |
dc.date.accessioned | 2024-08-10T04:58:44Z | - |
dc.date.available | 2024-08-10T04:58:44Z | - |
dc.date.issued | 2017-09 | - |
dc.identifier.uri | https://pubs.acs.org/doi/10.1021/acs.inorgchem.7b01158 | - |
dc.identifier.uri | http://dspace.bits-pilani.ac.in:8080/jspui/xmlui/handle/123456789/15194 | - |
dc.description.abstract | One-pot facile synthesis and characterization of novel β-substituted meso-tetraphenylporphyrins and/or chlorins were described. The high regioselective reactivity of active methylene compounds in Michael addition reaction was reported to access β-substituted trans-chlorins. Size-dependent approach was applied for the fine-tuning of product formation from porphyrins to chlorins. Notably, we were able to isolate mono/trisubstituted porphyrin and/or di/tetra-substituted chlorin from one-pot synthesis for the first time in porphyrin chemistry. Single-crystal X-ray diffraction analysis revealed the quasiplanar to moderate nonplanar conformation of chlorins due to trans orientation of β-substituents, whereas porphyrins exhibited higher mean plane deviation from 24-atom core (Δ24) as compared to chlorins. β-Functionalized chlorins exhibited lower protonation constants and much higher deprotonation constants as compared to porphyrins revealing the combined effect of the conformation of macrocyclic core and the electronic nature of β-substituents. Facile synthesis of porphyrins and/or chlorins based on the size of Michael donor employed and in turn resulted in tunable photophysical and electrochemical redox properties are the significant features of the present work. | en_US |
dc.language.iso | en | en_US |
dc.publisher | ACS | en_US |
dc.subject | Chemistry | en_US |
dc.subject | Conformational Dynamics | en_US |
dc.subject | Deprotonation | en_US |
dc.subject | Reaction mechanisms | en_US |
dc.subject | Macrocycles | en_US |
dc.title | Versatile Synthetic Route for β-Functionalized Chlorins and Porphyrins by Varying the Size of Michael Donors: Syntheses, Photophysical, and Electrochemical Redox Properties | en_US |
dc.type | Article | en_US |
Appears in Collections: | Department of Chemistry |
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