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Chemical and Spectroscopical Properties of Medium Sizedtrans- andcis-Bicyclo[n.1.0]alk-2-ynes

✍ Scribed by Detert, Heiner ;Meier, Herbert


Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
619 KB
Volume
1997
Category
Article
ISSN
0947-3440

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✦ Synopsis


Abstract

Chemical and spectroscopical properties of cis‐ and trans‐cyclopropano‐anellated cycloalkynes of medium ring size are investigated and compared with results from force field calculations. IR and ^13^C‐NMR data of the alkynes reflect the deformation of the triple bond due to ring strain. Parallel to bending the reactivity increases with decreasing ring size, the trans fused alkynes prove to be nearly as reactive as the cis fused with a two carbon smaller ring size. The bicycloalkynes are complexed with silver triflate. ^13^C NMR reveals that the triple bond as well as the cyclopropane serve as ligands.


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trans- andcis-Bicyclo[n.1.0]alk-2-ynes o
✍ Detert, Heiner ;Meier, Herbert 📂 Article 📅 1997 🏛 John Wiley and Sons 🌐 English ⚖ 808 KB

## Abstract Starting from cycloalkenes, the __cis__‐ or __trans__‐cyclopropano anellated cycloalkynes 2–7 of medium ring size were synthesized. The triple bonds were introduced in the final reaction step either by the fragmentation of the corresponding 1,2,3‐selenadiazoles or by direct dehydration