Synthesis of large macrocyclic tetraaza compounds with a methylene backbone: Cyclo[‐NH‐ (CH2)n‐]4, (n = 6, 7, 8, 9 and 10). The formation of 28‐, 32‐, 36‐, 40‐ and 44‐membered rings

Takenori Tomohiro*, Kouichi Uoto, Hiroaki (Yohmei) Okuno

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

8 Scopus citations

Abstract

A series of macrocyclic tetraamines with 28‐, 32‐, 36‐, 40‐ and 44‐membered rings have been efficiently prepared from the corresponding ditosylamide and monobromoalcohol derivatives in 6 steps via a double condensation reaction. Overall yields were: 41, 41, 46, 29, and 33%, respectively, for 1,8,15,22‐tetraazacyclooctacontane (11a), 1,9,17,25‐tetraazacyclodotriacontane (11b), 1,10,19,28‐tetraazacyclohexatriacontane (11c), 1,11,21,31‐tetraazacyclotetracontane (11d) and 1,12,23,34‐tetraazacyclotetratetracontane (11e).

Original languageEnglish
Pages (from-to)1233-1239
Number of pages7
JournalJournal of Heterocyclic Chemistry
Volume27
Issue number5
DOIs
StatePublished - 1990

ASJC Scopus subject areas

  • Organic Chemistry

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