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Metal-Assisted Cyclomerization of N-Confused Dipyrrins into Expanded Norroles

Authors

  • Santosh C. Gadekar,

    1. Department of Chemistry, Indian Institute of Science Education and Research (IISER), Pune-411008, Maharashtra (India)
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  • Baddigam Kiran Reddy,

    1. Department of Chemistry, Indian Institute of Science Education and Research (IISER), Pune-411008, Maharashtra (India)
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  • Prof. Dr. Venkataramanarao G. Anand

    Corresponding author
    1. Department of Chemistry, Indian Institute of Science Education and Research (IISER), Pune-411008, Maharashtra (India)
    • Department of Chemistry, Indian Institute of Science Education and Research (IISER), Pune-411008, Maharashtra (India)

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  • We acknowledge the financial support from IISER Pune, India and Science and Engineering Research Board (SERB), DST, New Delhi (India).

Abstract

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Neoconfusion: In contrast to metal ligation by dipyrrin (see scheme, left), N-confused dipyrrin undergoes cyclomerization with various metal salts to form NCNCNC and NCNCNCNC expanded norroles (see scheme, right), novel isomers of 24 π rosarin and 32 π octaphyrin with C–N linked bipyrrole units with near-planar conformations in the solid state. They also exhibit paratropic ring-current effects typical of antiaromatic porphyrinoids.

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