Ruthenium acriphos complexes as catalysts for the functionalization of alkynes, alkenes and arenes

• Ruthenium-Acriphos-Komplexe als Katalysatoren für die Funktionalisierung von Alkinen, Alkenen und Arenen

Lu, Lu; Leitner, Walter (Thesis advisor); Okuda, Jun (Thesis advisor)

Aachen (2019, 2020)
Dissertation / PhD Thesis

Dissertation, RWTH Aachen University, 2019

Abstract

The purpose of the thesis is the catalyzed functionalization of alkynes, alkenes and arenes via hydroboration, hydrosilylation and borylation. Initial, several new ruthenium acriphos complexes were synthesized and characterized. The ruthenium acriphos complexes can catalyze Z-selective hydroboration of terminal alkynes with pinacolborane in the presence of potassium tert-butoxide as an activator. Moreover, they can catalyze stereodivergent hydroborations of terminal alkynes depending on the activation method to form a range of vinylboronate esters with high but opposite stereoselectivity. Mechanistic studies and proposed catalytic cycles in the stereodivergent hydroboration of terminal alkynes were investigated and proposed. Arenes can be also reactive with ruthenium acriphos complexes and form the corresponding products in 50%-70% yield. However, ruthenium acriphos complexes did not give any selectivity of the hydrosilylation in despite of complete conversion of model compound.