Journal
ORGANIC LETTERS
Volume 20, Issue 20, Pages 6583-6586Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b02937
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Funding
- NSF [CHE-1508677]
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An efficient and highly selective synthetic method toward the preparation of pillar[n]arenes (n = 5, 6) is reported, based upon a high solvent-dependent selectivity found in the condensation reaction between 1,4-dialkyloxybenzene and paraformaldehyde, involving methanesulfonic acid as catalyst. Pillar[6]arene (P6) is obtained as the major product when using chloroform as solvent, while in dichloromethane pillar[5]arene (P5) is the dominant product. Accordingly, a series of P5 and P6 have been selectively synthesized with excellent yield.
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