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The unusual course of the high-pressure reaction of 1,10-diaza-[18]-crown-6 with α,ω-diiodo ethers
Authors:Aldona Tarnowska   Piotr Tarnowski  Janusz Jurczak  
Affiliation:aDepartment of Chemistry, Warsaw University, Pasteura 1, 02-093 Warsaw, Poland;bInstitute of Organic Chemistry PAS, Kasprzaka 44/52, 01-224 Warsaw, Poland
Abstract:Simple 1,10-diaza-[18]-crown-6 reacts smoothly with di(2-indoethyl)ether under high-pressure (10 kbar) to give a bis-quaternary spiro salt as a major product, whereas the analogous reaction with 1,8-diiodo-3,6-dioxaoctane leads to the expected precursor of a [2.2.2] cryptand.
Keywords:High pressure   Double quaternization   Macrocycles   Spiro salts
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