4.5 Article

Preparation of Pillar[n]arenes by Cyclooligomerization of 2,5-Dialkoxybenzyl Alcohols or 2,5-Dialkoxybenzyl Bromides

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2011, Issue 27, Pages 5331-5335

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201100698

Keywords

Supramolecular chemistry; Host-guest systems; Cyclooligomerization; Calixarenes; Macrocycles; Arenes; Pillar[n]arenes

Funding

  1. National Natural Science Foundation of China (NSFC) [20834004, 91027006]
  2. Fundamental Research Funds for the Central Universities [2010QNA3008]
  3. Zhejiang Provincial Natural Science Foundation of China [R4100009]
  4. MOE Key Laboratory of Macromolecular Synthesis and Functionalization of Zhejiang University [2010MSF02]
  5. State Key Laboratory of Supramolecular Structure and Materials

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The facile and efficient preparation of pillar[n]arenes (n = 5 or 6) was achieved by cyclooligomerization of 2,5-dialkoxybenzyl alcohols or 2,5-dialkoxybenzyl bromides with an appropriate Lewis acid catalyst at room temperature. The mechanism for this cyclooligomerization is presumed to be a Friedel-Crafts alkylation.

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