Amorphous Porous Polyurethanes as Macromolecular Ligands for Palladium Catalysts

Masayoshi Bando, Wentao Zhu, Shuhei Shimoda, Eri Hamanishi, Natsuhiro Sano, Claudio Trombini, Naofumi Naga, Naoki Haraguchi, Shinichi Itsuno, Mayumi Nishida, Tamaki Nakano

Research output: Contribution to journalArticlepeer-review

Abstract

Porous organic polymers (POPs) having urethane bonds were prepared through polyaddition of 4,4′-bis(hydroxylmethyl)-2,2′- bipyridyl with 1,3,5-triisocyanato-benzene and 1,3,5-tris(4-isocyanatophenyl) benzene, resulting in POP1 and POP2, respectively. The resulting POPs were complexed with Pd(OAc)2 to form POP-bound pre-catalysts, i.e., Pd(OAc)2@POP1 and Pd(OAc)2@POP2. Pd(II)@POP1 showed higher catalytic activities in Suzuki-Miyaura cross-coupling reactions compared with 2,2'-bipyridyl-Pd(OAc)2, as the reference "monomeric"catalyst. The higher catalytic activities of Pd(OAc)2@POP1 were interpreted in terms of the rigid framework of POP1.Within the POP1 framework, Pd may be more efficiently protected from agglomeration, which eventually leads to inactive palladium black formation. Unlike covalent organic frameworks (COFs) with crystalline structure, the present POPs are amorphous but capable, as polymeric ligands, of leading to active catalytic species.

Original languageEnglish
Pages (from-to)5-9
Number of pages5
JournalChemistry Letters
Volume52
Issue number1
DOIs
Publication statusPublished - 2023 Jan

Keywords

  • Covalent organic framework
  • Polyurethane
  • Porous organic polymer

ASJC Scopus subject areas

  • General Chemistry

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