10.1002/anie.201901565
Angewandte Chemie International Edition
COMMUNICATION
Keywords: Electrochemistry • C−H Activation • Polycyclic
Aromatic Hydrocarbons • Rhodium • Dehydrogenation
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Figure 3. a) Photoabsorption spectra of PAHs 6e and 6f in CH2Cl2 (straight
line) and normalized emission spectra in CH2Cl2 (dashed line); b) cyclic
voltammograms of 6e and 6f vs. ferrocene in CH2Cl2 containing 0.1 mol/L
nBu4NPF6, scan rate 0.1 V/s.
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In summary, we have devised a novel strategy towards the
assembly of decorated PAHs by two distinct electrocatalytic C–H
transformations. Thus, the development of an unprecedented
rhodaelectro-catalyzed C–H activation for annulative [2+2+2]
cycloaddition set the stage for the cyclodehydrogenative
synthesis of novel nonplanar PAHs from simple arylboronic
acids and alkynes. This strategy features a user-friendly setup,
ample scope and electricity as green oxidant. The outstanding
power of the metallaelectrocatalysis was mirrored by the chemo-
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Acknowledgements
Generous support by the DFG (SPP 1807, Gottfried-Wilhelm-
Leibniz award to LA) is gratefully acknowledged. We thank Dr.
Christopher Golz (University Göttingen) for assistance with the
X-ray diffraction analysis.
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