op9b00378_si_001.pdf (9.54 MB)
A Continuous Stirred-Tank Reactor (CSTR) Cascade for Handling Solid-Containing Photochemical Reactions
journal contribution
posted on 2019-11-14, 21:44 authored by Alexander Pomberger, Yiming Mo, Kakasaheb Y. Nandiwale, Victor L. Schultz, Rohit Duvadie, Richard I. Robinson, Erhan I. Altinoglu, Klavs F. JensenVisible-light photoredox reactions have been demonstrated
to be
powerful synthetic tools to access pharmaceutically relevant compounds.
However, many photoredox reactions involve insoluble starting materials
or products that complicate the use of continuous flow methods. By
integrating a new solid-feeding strategy and a continuous stirred-tank
reactor (CSTR) cascade, we realize a new solid-handling platform for
conducting heterogeneous photoredox reactions in flow. Residence time
distributions for single phase and solid particles characterize the
hydrodynamics of the heterogeneous flow in the CSTR cascade. Silyl
radical-mediated metallaphotoredox cross-electrophile coupling reactions
with an inorganic base as the insoluble starting material demonstrate
the use of the platform. Gram-scale synthesis is achieved in 13 h
of stable operation.