A selective one-step synthesis of tris N-alkylated cyclens

Cong Li, Wing Tak Wong

Research output: Contribution to journalArticle

Abstract

A general one-step synthesis for tris N-alkylated cyclens with good yield and unprecedented selectivity is presented. Tris and 1,4-bis N-alkylated cyclens, as the only two major products are isolated. Furthermore, according to the single crystal X-ray structures of tris and 1,4-bis N-alkylated cyclen 1 and 1a, one nitrogen atom on the cyclen ring can be protonated under this reaction condition, which prevents its further alkylation, and gives rise to the regioselectivity ultimately.

Original languageEnglish (US)
Pages (from-to)5595-5601
Number of pages7
JournalTetrahedron
Volume60
Issue number26
DOIs
Publication statusPublished - Jun 21 2004
Externally publishedYes

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Keywords

  • Alkylation
  • Cyclen
  • One-step synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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