Title of article
Trapping of the highly strained [5](2,4)quinolinophane system
Author/Authors
Maurice J. van Eis، نويسنده , , Martin Lutz، نويسنده , , Anthony L. Spek، نويسنده , , Willem H. de Wolf، نويسنده , , Friedrich Bickelhaupt، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2007
Pages
6
From page
1689
To page
1694
Abstract
The highly strained [5](2,4)quinolinophane system can be generated as an intermediate (2b), which is extremely susceptible towards the attack of both nucleophilic and electrophilic species. Addition of water at the carbon bridgehead C2 occurs rapidly and is followed by rearrangements to give a strain free product 10. An unusual carbene addition at the N1double bond; length as m-dashC2 bond of 2b is proposed to explain the formation of the strained ‘anti-Bredt’ type olefin 11.
Keywords
Strain , Small rings , Aromaticity , Cyclophanes
Journal title
Tetrahedron
Serial Year
2007
Journal title
Tetrahedron
Record number
1090279
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