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Halide-Free Heterocyclic Divergence from Carbon Dioxide Enabled by a Binary Lewis Acid/Base Catalyst
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DOI：10.1021/acscatal.6c02207.png)
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Abstract
En 中文
A catalytic, halide-free process has been developed that builds on the use of a combination of a binary Al-based Lewis acid complex/base catalyst to access bicyclic, carbon dioxide-derived heterocycles in a selective and divergent approach. More specifically, strongly basic amines, such as DBU, facilitate a sequence that features the initial formation of a bicyclic methylene-bridged seven-membered structure followed by a hemicarbonate-assisted rearrangement affording a thermodynamically more stable bicyclic, five-membered heterocyclic product. The presence of a less basic amine like DIPEA results in the predominant isolation of a relatively stable bicyclic, seven-membered cyclic carbonate. Our work shows the potential of dual Al/base catalytic activation of cyclic epoxy alcohols while exploring a larger chemical and structural space for CO2 conversion originating from a single precursor.
Keywords:
carbon dioxide
heterocycles
homogeneous catalysis
organic carbonates
product divergence
Journal
IF:
13.1
Papers:
1.6W
Citations:
15.0W