A simple and efficient method for the preparation of 1-benzyloxy-5- hydroxynaphthalene

Jan Becher, Owen A. Matthews, Mogens B. Nielsen, Francisco Raymo, J. Fraser Stoddart

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

1,5-Dihydroxynaphthalene is a versatile π-electron rich aromatic ring system which has been employed widely for the construction of mechanically- interlocked molecular compounds and supramolecular complexes. A much-needed procedure for its transformation into 1-benzyloxy-5-hydroxynaphthalene has been developed. It involves (i) bisacetylation of 1,5-dihydroxynaphthalene, (ii) reductive removal of one of the two acetyl groups, (iii) benzylation, and (iv) cleavage of the remaining acetyl group.

Original languageEnglish
Pages (from-to)330-332
Number of pages3
JournalSynlett
Issue number3
StatePublished - Mar 22 1999
Externally publishedYes

Fingerprint

Naphthols
Electrons
1,5-dihydroxynaphthalene

Keywords

  • 1,5-dihydroxynaphthalene
  • Deprotection
  • Protection

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Becher, J., Matthews, O. A., Nielsen, M. B., Raymo, F., & Stoddart, J. F. (1999). A simple and efficient method for the preparation of 1-benzyloxy-5- hydroxynaphthalene. Synlett, (3), 330-332.

A simple and efficient method for the preparation of 1-benzyloxy-5- hydroxynaphthalene. / Becher, Jan; Matthews, Owen A.; Nielsen, Mogens B.; Raymo, Francisco; Stoddart, J. Fraser.

In: Synlett, No. 3, 22.03.1999, p. 330-332.

Research output: Contribution to journalArticle

Becher, J, Matthews, OA, Nielsen, MB, Raymo, F & Stoddart, JF 1999, 'A simple and efficient method for the preparation of 1-benzyloxy-5- hydroxynaphthalene', Synlett, no. 3, pp. 330-332.
Becher J, Matthews OA, Nielsen MB, Raymo F, Stoddart JF. A simple and efficient method for the preparation of 1-benzyloxy-5- hydroxynaphthalene. Synlett. 1999 Mar 22;(3):330-332.
Becher, Jan ; Matthews, Owen A. ; Nielsen, Mogens B. ; Raymo, Francisco ; Stoddart, J. Fraser. / A simple and efficient method for the preparation of 1-benzyloxy-5- hydroxynaphthalene. In: Synlett. 1999 ; No. 3. pp. 330-332.
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