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The Gold(I)-Mediated Domino Reaction to Fused Diphenyl Phosphoniumfluorenes: Mechanistic Consequences for Gold-Catalyzed Hydroarylations and Application in Solar Cells.

Sebastian ArndtJan BorstelmannRebeka Eshagh SaatloPatrick W AntoniFrank RomingerMatthias RudolphQingzhi AnYana VaynzofA Stephen K Hashmi
Published in: Chemistry (Weinheim an der Bergstrasse, Germany) (2018)
A domino sequence, involving a phosphinoauration and a gold-catalyzed 6-endo-dig cyclization step, was developed. Starting from modular and simple-to-prepare phosphadiynes, π-extended phosphoniumfluorenes were synthesized. The mechanistic proposal was supported by kinetic measurements and by the trapping of key intermediates. These led to important conclusions for the gold-catalyzed hydroarylation mechanism. Cyclic voltammetry (CV) and UV/Vis spectroscopy measurements indicated interesting properties for materials science. The phosphoniumfluorene structure was tested as a hole-blocking layer in perovskite solar cells of inverted architecture. Devices with the phosphoniumfluorene exhibited an efficiency of 14.2 %, which was much higher than that of devices without (10.7 %).
Keyphrases
  • perovskite solar cells
  • solar cells
  • room temperature
  • silver nanoparticles
  • public health
  • high resolution
  • single molecule
  • solid state