Abstract
The conversion of cyclopropylchlorins into porphyrins represents a key step in the synthetic manipulation of macrocycles with tunable physical and chemical properties. Herein, we report a facile method for the synthesis of novel β-substituted porphyrins from cyclopropylchlorins. A series of Ni(II) cyclopropylchlorins was converted into the corresponding Ni(II) and free base porphyrins using TFA and H2SO4 under mild reaction conditions in good yields (75-86%). The new chlorins and porphyrins were characterized by various spectroscopic techniques and the single-crystal X-ray diffraction method. The reaction proceeds very fast (<5 min.) with complete conversion of chlorin into porphyrin with distinct color change. Facile conversion, shorter reaction time scale, and good yield (75-86%) without any side products are the significant features of this new protocol. These porphyrinoids exhibited red-shifted electronic spectral features with varying degrees nonplanar conformation, tunable redox properties, and porphyrin core basicity.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.