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The cationic polymerization mechanism consists of three steps: initiation, propagation, and termination. In the initiation step of the polymerization process, the π bond of a monomer gets protonated by the Lewis acid catalyst, which is formed from boron trifluoride and water. The protonation of the π bond generates a carbocation stabilized by the electron‐donating group. In the propagation step, the π bond of the second monomer acts as a nucleophile and attacks the...
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Plasmon-driven protodeboronation reactions in nanogaps.

Ly Thi Minh Huynh1, Hoa Duc Trinh, Sungwoon Lee

  • 1Department of Chemistry, Chung-Ang University, 84 Heukseok-ro, Dongjak-gu, Seoul 06974, Korea. sangwoon@cau.ac.kr.

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Summary
This summary is machine-generated.

Protodeboronation of 4-mercaptophenylboronic acid (MPBA) occurs in nanogaps between gold nanoparticles and gold substrates. Plasmon excitation drives this reaction via hot charge carriers, not heat, impacting organic and analytical chemistry.

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Area of Science:

  • Plasmonics
  • Surface Chemistry
  • Organic Chemistry

Background:

  • Boronic acids are crucial for Suzuki coupling and saccharide detection.
  • Deboronation (C-B bond cleavage) is a detrimental side reaction impacting yields and detection.
  • Understanding deboronation mechanisms is vital for optimizing these chemical processes.

Purpose of the Study:

  • To investigate the protodeboronation of 4-mercaptophenylboronic acid (MPBA) in nanoparticle-on-mirror (NPoM) systems.
  • To elucidate the mechanism of plasmon-driven protodeboronation.
  • To explore the role of hot charge carriers and environmental factors in this reaction.

Main Methods:

  • Fabrication of nanoparticle-on-mirror (NPoM) systems using gold nanoparticles (AuNPs) and gold substrates.
  • Irradiation of NPoM systems at 785 nm to induce plasmon excitation.
  • Wavelength-dependence experiments and dark-field single-particle scattering spectroscopy.
  • Gas condition studies (ambient, Ar, O2) to assess environmental effects.

Main Results:

  • Protodeboronation of MPBA to benzenethiol (BT) was observed within nanogaps.
  • Excitation of the bonding dipole plasmon mode of NPoM systems efficiently drives the reaction.
  • Hot charge carriers, not plasmonic heating, were identified as the primary cause of protodeboronation.
  • Oxygen was found to promote the reaction through an additional hot-electron transfer channel.

Conclusions:

  • Plasmon-driven protodeboronation of MPBA is a novel reaction relevant to organic synthesis and analytical chemistry.
  • The study deepens the understanding of hot carrier dynamics at plasmonic interfaces.
  • This work contributes to the field of plasmon-driven chemical transformations.