Sulfur-assisted interconversion between N-confused porphyrin and N-fused porphyrin

Satoshi Touden, Yoshiya Ikawa, Ryuichi Sakashita, Motoki Toganoh, Shigeki Mori, Hiroyuki Furuta

    Research output: Contribution to journalArticlepeer-review

    11 Citations (Scopus)

    Abstract

    The ring-opening reaction of N-fused tetraphenylporphyrin (NFTPP-H, 2) to C3-substituted N-confused tetraphenylporphyrin (NCTPP-S-Ar, 4) proceeded efficiently in 85-95% yields. Furthermore, removal of the C3-arylthio- substituents in 4 was achieved by the two types of desulfurization reactions. The Ni 2B-mediated desulfurization afforded C3-free N-confused tetraphenylporphyrin (NCTPP-H, 1) whereas the radical-mediated desulfurization with (n-Bu) 3Sn-H and AIBN promoted the ring-fusion to afford 2.

    Original languageEnglish
    Pages (from-to)6071-6074
    Number of pages4
    JournalTetrahedron Letters
    Volume53
    Issue number45
    DOIs
    Publication statusPublished - Nov 7 2012

    All Science Journal Classification (ASJC) codes

    • Biochemistry
    • Drug Discovery
    • Organic Chemistry

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