N-Confused Phlorin-Prodigiosin Chimera: meso-Aryl Oxidation and π-Extension Triggered by Peripheral Coordination

Guangxian Su, Qizhao Li, Masatoshi Ishida, Chengjie Li, Feng Sha, Xin Yan Wu, Lu Wang, Glib Baryshnikov, Dawei Li, Hans Ågren, Hiroyuki Furuta, Yongshu Xie

研究成果: Contribution to journalArticle査読

11 被引用数 (Scopus)

抄録

An N-confused phlorin isomer bearing a dipyrrin moiety at the α-position of the confused pyrrole ring (1) was synthesized. PdII and BIII coordination at the peripheral prodigiosin-like moiety of 1 afforded the corresponding complexes 2 and 3. Reflux of 2 in triethylamine (TEA) converted the meso-phenyl into the PdII-coordinating phenoxy group to afford 4. Under the same reaction conditions, TEA was linked to the α-position of the dipyrrin unit in 3 as an N,N-diethylaminovinyl group to afford 5. Furthermore, peripheral coordination of BIII in 3 and 5 improved the planarity of the phlorin macrocycle and thus facilitated the coordination of AgIII at the inner cavity to afford 3-Ag and 5-Ag, respectively. These results provide an effective approach for developing unique porphyrinoids through peripheral coordination.

本文言語英語
ページ(範囲)1537-1541
ページ数5
ジャーナルAngewandte Chemie - International Edition
59
4
DOI
出版ステータス出版済み - 1 20 2020

All Science Journal Classification (ASJC) codes

  • 触媒
  • 化学 (全般)

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