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The First 1,10-Diaza[2.2]metacyclophanes – Strained Medium Membered Heterocycles☆

✍ Scribed by Mathias Habel; Christoph Niederalt; Stefan Grimme; Martin Nieger; Fritz Vögtle

Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
341 KB
Volume
1998
Category
Article
ISSN
1434-193X

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✦ Synopsis

The N-protected 1,10-diaza[2.2]metacyclo-and 1,10-diaza-the hypothesis that 7 is one of the most strained antihetera[2.2]metacyclophanes known. This is also evident from [2]metacyclo2-pyridinophanes 4 and 5 have been synthesized for the first time using high dilution conditions. the 1 H-NMR spectrum of 7, which shows one of the strongest high field shifts for the intraannular protons in comparison to The free secondary diamine 7 was obtained from 4 by alkaline hydrolysis. -Quantum chemical calculations support other anti-[2.2]metacyclophanes.

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For a review of recent activity, see [l]. ## For other ref., see [3]. For a review on methods to determine thermodynamic parameters by dynamic NMR, see [5].