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Abstract
A new strategy for the synthesis of tolanophanes was investigated. The coupling of bridged dialdehydes gave selectively the corresponding monomer of pinacolophanes in quantitative yields under a simple and clean reaction condition. Without any further purification, pinacolophanes were quantitatively converted to tolanophanes using a two-step bromination–dehydrobromination process. The overall yield of this practical protocol is upper than 90%. This precursor is highly advantageous compared to the reported stilbenophane in terms of safety, operational simplicity, easy workup, and high efficiency.
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