Asymmetric Catalytic Approach to Multilayer 3D Chirality

Guanzhao Wu, Yangxue Liu, Hossein Rouh, Liulei Ma, Yao Tang, Sai Zhang, Peng Zhou, Jia Ying Wang, Shengzhou Jin, Daniel Unruh, Kazimierz Surowiec, Yanzhang Ma, Guigen Li

Research output: Contribution to journalArticlepeer-review

Abstract

The first asymmetric catalytic approach to multilayer 3D chirality has been achieved by using Suzuki-Miyaura cross-couplings. New chiral catalysts were designed and screened under various catalytic systems that proved chiral amide-phosphines to be more efficient ligands than other candidates. The multilayer 3D framework was unambiguously determined by X-ray structural analysis showing a parallel pattern of three layers consisting of top, middle and bottom aromatic rings. The X-ray structure of a catalyst complex, dichloride complex of Pd-phosphine amide, was obtained revealing an interesting asymmetric environment nearby the Pd metal center. Three rings of multilayer 3D products can be readily changed by varying aromatic ring-anchored starting materials. The resulting multilayer products displayed strong luminescence under UV irradiation and strong aggregation-induced emission (AIE). In the future, this work would benefit not only the field of asymmetric synthesis but also materials science, in particular polarized organic electronics, optoelectronics and photovoltaics.

Original languageEnglish
Pages (from-to)8013-8020
Number of pages8
JournalChemistry - A European Journal
Volume27
Issue number30
DOIs
StatePublished - May 26 2021

Keywords

  • Suzuki-Miyaura cross-coupling
  • aggregation-induced emission
  • chirality
  • multilayer organic frameworks

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