Active methylene compounds such as 5,5-dimethylcyclohexane-1,3-dione, cyclohexane-1,3-dione, 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one, 1,3-dimethyl-1H-pyrazol-5(4H)-one, and 3-methylisoxazol-5(4H)-one react with the 3-C position of N-confused porphyrin in THF for 5 min to afford a novel type of N-confused porphyrin derivatives in good yield without the need of any catalyst.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/jo200040x | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Expanding the Chemistry of Pentafluorophenyl-N-Confused Porphyrin: Diketonate Substitution and Derivatizations at the External 3-C Position of the Inverted Pyrrole Ring.
ACS Org Inorg Au
December 2024
Institute of Chemistry, Academia Sinica, Nankang, Taipei 115201, Taiwan.
Article Synopsis
- The study focuses on synthesizing two new compounds called pentafluorophenyl-N-confused porphyrins (PFNCPs), one with acetylacetonate and the other with ylidene-2-propanone, through a simple one-pot reaction without a catalyst.
- The research demonstrates that the acetylacetonate-substituted PFNCP undergoes chemical changes under mild acidic conditions, producing a new derivative when chelated with boron, while the other compound shows a unique electrocyclic reaction resulting in a tricyclic product.
- Characterization of these compounds was achieved using various techniques, including X-ray crystallography and spectroscopy, with additional theoretical studies conducted
Utilization of Tin(IV) Complex of N-Confused Porphyrin for Antiproliferative Activity and Antimicrobial Photodynamic Chemotherapy.
Chem Asian J
November 2024
Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, 247667, India.
Sn(IV) complex of N-Confused Porphyrin (Sn(IV)-NCP) has been prepared and characterized by several spectroscopic techniques to verify its structure and purity. Sn(IV)-NCP shows a red shift in both the Soret and Q bands compared to the free base NCTPP. The last Q band appears in the NIR region.
View Article and Find Full Text PDFA Doubly meso-α Linked N-Confused Porphyrin Tape Silver(III) Complex Comprising an Antiaromatic Pyrrolo[2,3-f]indole Segment.
Chem Asian J
January 2025
Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto, 606-8502, Japan.
The free base form of doubly meso-α linked N-confused porphyrin (NCP) tape 3 was successfully synthesized via Ir(I) mediated intramolecular coupling. The following silver complexation afforded the Ag(III) complex of doubly meso-α linked NCP tape 4. While 3 exhibited 38π aromatic characters, 4 exhibited not only 18π aromatic NCP-type characteristics but also a decent antiaromatic contribution of 12π pyrrolo[2,3-f]indole segment, as probed by NMR spectra, absorption spectra, and DFT calculations.
View Article and Find Full Text PDFA Class of Heptaphyrins with NIR Absorption Modulated by Metal Coordination and Nucleophilic Substitution.
Chem Asian J
October 2024
Shanghai Key Laboratory of Functional Materials Chemistry, Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science & Technology, East China University of Science & Technology, 130 Meilong Road, Shanghai, 200237, China.
The intensive interest in expanded porphyrins can be attributed to their appealing photoelectric and coordination behavior. In this work, an N-confused heptaphyrin 1 was synthesized by an acid-catalyzed [3+4] condensation reaction. The introduction of an N-confused pyrrolic unit into the heptaphyrin macrocycle led to the formation of a figure-eight-like conformation with nonsymmetrical "NNNN" and "NNNC" coordination cavities employable for bimetallic coordination.
View Article and Find Full Text PDFSynthesis of Vanadyl Complexes of N-Confused Porphyrins and Their -like Catalytic Activity.
Inorg Chem
July 2024
Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee 247667, India.
Two new vanadyl complexes of N-confused porphyrins (NCPs), [VONCTPP] () and [VONCP(OMe)] (), have been synthesized for the first time and investigated as a catalyst for the oxidative bromination reaction of phenol and its derivatives. This article further delineates crystal structures, photophysical, and redox properties of both the vanadyl complexes. Complexes and exhibited a significant red shift in their absorption spectra compared with their respective free bases.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!