Stille vs. Suzuki - cross-coupling for the functionalization of diazocines
Melanie Walther1,2, Waldemar Kipke1,2, Raul Renken1
1University of Bremen, Institute for Analytical and Organic Chemistry Leobener Straße 7 D-28359 Bremen Germany staubitz@uni-bremen.de.
Abstract:
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.
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