160727-05-9Relevant academic research and scientific papers
Preparation and Synthetic Applications of [2.2]Paracyclophane Trifluoroborates: An Efficient and Convenient Route to Nucleophilic [2.2]Paracyclophane Cross-Coupling Building Blocks
Knoll, Daniel M.,?imek, Helena,Hassan, Zahid,Br?se, Stefan
, p. 6198 - 6202 (2019/09/09)
We report the synthesis of [2.2]paracyclophane (PCP) trifluoroborate building blocks that can be used for the incorporation of the PCP moiety into a wide range of (hetero)aryl chlorides, bromides and triflates by a Pd(II)/RuPhos mediated Suzuki–Miyaura cross-coupling reaction. The PCP trifluoroborate species are bench stable with extended shelf life and easily accessible on a multigram scale by a two-step synthesis from commercially available PCP. They can be handled conveniently without special precautions, thus overcoming many of the limitations of other PCP cross-coupling reagents. Additionally, a high yielding regioselective monolithiation/borylation protocol for the synthesis of pseudo-para and pseudo-ortho PCP halotrifluoroborates and their subsequent Suzuki–Miyaura cross-coupling are described.
Synthesis of novel mono- and diaryl-substituted paracyclophanes
Rozenberg, V. I.,Sergeeva, E. V.,Kharitonov, V. G.,Vorontsova, N. V.,Vorontsov, E. V.,Mikul'shina, V. V.
, p. 1018 - 1023 (2007/10/02)
The cross-coupling reactions of 4-bromoparacyclophane with p-tolylmagnesium bromide in the presence of various palladium and nickel complexes have been studied.It was found that 1,1'-bis(diphenylphosphinoferrocene)palladium dichloride (PdCl2*dppf) s
