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Diazocine-functionalized TATA platforms.

Roland Löw1, Talina Rusch2, Fynn Röhricht1

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Summary
This summary is machine-generated.

Electronic coupling to gold surfaces dramatically accelerates azobenzene isomerization via a novel spin-switch catalysis. This study explores diazocine systems, demonstrating tunable conjugation effects on isomerization rates for potential applications in molecular switches.

Keywords:
TATA platformcis–trans isomerizationdiazocinemolecular switchphotochromeself-assembled monolayers

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Area of Science:

  • Surface Chemistry
  • Photochemistry
  • Molecular Electronics

Background:

  • Thermochemical cis→trans isomerization of azobenzenes is significantly enhanced by electronic coupling to gold surfaces.
  • This acceleration is attributed to a unique singlet-triplet-singlet mechanism involving bulk gold, termed "spin-switch catalysis."
  • Azobenzene derivatives are crucial in molecular switches due to their photoisomerization properties.

Purpose of the Study:

  • To investigate the scope and limitations of spin-switch catalysis using analogous diazocine systems.
  • To explore the impact of varying conjugation (meta vs. para) between diazocines and a gold surface on thermal isomerization rates.
  • To prepare and characterize diazocine monolayers on gold surfaces.

Main Methods:

  • Synthesis of diazocine derivatives with varying conjugation.
  • Adsorption of diazocine derivatives onto Au(111) surfaces to form ordered monolayers.
  • Investigation of thermal trans→cis isomerization dynamics as a function of conjugation to the metal surface.

Main Results:

  • Diazocines, unlike azobenzenes, are stable in the cis-configuration and isomerize to the trans-form upon 405 nm irradiation.
  • Both meta- and para-conjugated diazocine isomers form ordered monolayers on Au(111).
  • The study establishes a platform for investigating tunable spin-switch catalysis in diazocine systems.

Conclusions:

  • Diazocine systems offer a new platform for studying spin-switch catalysis.
  • Conjugation strength significantly influences the thermal isomerization of diazocines on gold surfaces.
  • These findings advance the development of light-responsive molecular materials and surface-based catalysis.