Journal
ORGANIC LETTERS
Volume 24, Issue 6, Pages 1335-1340Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c04374
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Funding
- SERB [RD/0120-SERB000-027]
- J.C. Bose Fellowship [JCB/2021/000017]
- IIT Bombay
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Novel nonaromatic stable phenothiazine-embedded porphyrinoids were successfully synthesized, exhibiting distinct absorption bands in the visible-near-infrared region and electron-rich nature, with a twisted conformation in the macrocycle as observed in the crystal structure.
Unprecedented nonaromatic stable phenothiazine-embedded porphyrinoids were synthesized by incorporating phenothiazine subunits into the hexaphyrin framework. The crystal structure revealed that the macrocycle adopted a twisted conformation wherein the phenothiazine units maintained their planarity, which was an impediment in pi-delocalization throughout the macrocyclic core. The macrocycles exhibited distinct absorption bands in the visible-near-infrared region, and electrochemical studies indicated their electron-rich nature. Theoretical studies were consistent with the experimental observations.
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