MAPEX Research Highlights

Stille vs. Suzuki - cross-coupling for the functionalization of diazocines

Melanie Walther, Waldemar Kipke, Raul Renkena and Anne Staubitz

RSC Advances, 13 (2023), 15805 - 15809

doi: 10.1039/d3ra02988c

Diazocines are azobenzene derived macrocyclic photoswitches with well resolved photostationary states for the (E)- and (Z)-isomers, which improves their addressability by light. In this work, effective procedures for the stannylation and borylation of diazocines in different positions are reported. Their use in Stille cross-coupling and Suzuki cross-coupling reactions with organic bromides is demonstrated in yields of 47-94% (Stille cross-coupling) and 0-95% (Suzuki cross-coupling), respectively.

© 2023 The Royal Society of Chemistry.

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