100611-65-2Relevant articles and documents
A Scalable Membrane Pervaporation Approach for Continuous Flow Olefin Metathesis
Breen, Christopher P.,Parrish, Christine,Shangguan, Ning,Majumdar, Sudip,Murnen, Hannah,Jamison, Timothy F.,Bio, Matthew M.
, p. 2298 - 2303 (2020)
The translation of olefin metathesis reactions from the laboratory to process scale has been challenging with traditional batch techniques. In this contribution, we describe a continuous membrane reactor design that selectively permeates the ethylene byproduct from metathetical processes, thereby overcoming the mass-transport limitations that have negatively influenced the efficiency of this transformation in batch vessels. The membrane sheet-in-frame pervaporation module yielded turnover numbers of >7500 in the case of diethyl diallylmalonate ring-closing metathesis. The preparation of more challenging, low-effective-molarity substrates, a cyclooctene and a 14-membered macrocyclic lactone, was also effective. A comparison of optimal membrane reactor conditions to a sealed tubular reactor revealed that the benefits of ethylene removal are most apparent at low reaction concentrations.
