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Synthesis of meso-Triaryl 22-Oxanorroles
Poornenth Pushpanandan1, Vratta Grover1, Mangalampalli Ravikanth1
1Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400076, India.
Abstract:
Norroles are isomers of corroles containing a direct pyrrole N-pyrrole C link instead of a pyrrole C-pyrrole C link of corroles. 22-Oxanorroles are core-modified norroles in which one of the pyrroles is replaced with a furan ring. A straightforward route is adopted to synthesize the first examples of aromatic meso-triaryl-22-oxanorroles containing a pyrrole N-pyrrole α-C direct bond in 4-7% yields by condensing 16-oxatripyrrane and (1H-pyrrol-3-yl)(p-tolyl)methanol in CH2Cl2 under mild acid-catalyzed conditions followed by oxidation with DDQ.
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