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Computational Insight into Cu-Catalyzed Csp–S Coupling to Form a Macrocyclic Alkynyl Sulfide
(68) Morency, M.; Radu Iftimie, R.; Collins, S. K. J. Org. Chem. 2021, 86, 7, 5120–5128
Copper-catalyzed Csp-S cross-coupling is known to form rare macrocyclic alkynyl sulfides. Computational study now suggests a mechanism for the reaction pathway. Upon formation of Cu-S species, subsequent a-addition/elimination at the ethynylic carbon affords the desired macrocycle
Heteroleptic Copper-Based Complexes for Energy Transfer Process-es: E→Z Isomerization and Tandem Photocatalytic Sequences
(67) Cruché, C.; Neiderer, W.; Collins, S. K. ACS Catal. 2021, 11, 8829–8836
Energy-transfer processes involving copper complexes are rare. Using an optimized heteroleptic copper complex, Cu(bphen)(XantPhos)BF4, photosensitized E → Z isomerization of olefins is demonstrated. The XantPhos ligand afforded sensitizers with improved catalyst stability, while the bphen ligand lengthened the excited-state lifetime. A series of 25 di- and trisubstituted alkenes underwent photoisomerization, including macrocycles and 1,3-enynes. Cu(bphen)(XantPhos)BF4 could also be employed in a tandem ATRA/photoisomerization process employing arylsulfonyl chlorides, an example of photoisomerization with halide-substituted olefins
Implementing flow chemistry in education: the NSERC CREATE program in continuous flow science
(66) Kairouz, V.; Charette, A. B.; Collins, S. K. J. Flow Chem. 2021, 11, 13–17
Flow science was implemented in the curriculum at UdeM though the NSERC CREATE grant in Continuous Flow Science. The training program involved both interpersonal and technical skills development. Examples include new practical laboratory experiments and traditional course material incorporated in the context of a course on Green Chemistry. A series of value-added training acitivities brought together students from various fields that intersect within flow chemistry, broadening horizons and providing a unique perspective on an emerging technology. As a whole, implementing flow chemistry in a chemistry curriculum benefits from a multipronged approach involving hands-on training, course work, and workshops.