Synthesis of 5,6,11,12-tetrahydrodibenzo[b,f][1,5]diazocines and a demonstration of their reactivity to afford methano strap-modified Troger's base analogues

被引：14
|
作者：
Mahon, Andrew B. [1 ]
Craig, Donald C. [2 ]
Try, Andrew C. [1 ]
机构：
[1] Macquarie Univ, Dept Chem & Biomol Sci, N Ryde, NSW 2109, Australia
[2] Univ New S Wales, Sch Chem, Sydney, NSW 2052, Australia
来源：
ARKIVOC | 2008年
基金：
澳大利亚研究理事会;
关键词：
Troger's base; strap removal; diazocine; cyclic diamines; trifluoroacetic anhydride; aldehyde condensation;
D O I：
10.3998/ark.5550190.0009.c17
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Troger's base analogues are of interest in areas such as host-guest chemistry, synthetic receptor design and asymmetric catalysis. We foresee that access to diverse functionality attached to the bridge of Troger's base compounds will be beneficial for the development of these applications. As a starting point, we report a facile and general methodology to prepare a range of diversely functionalised 5,6,11,12-tetrahydrodibenzo[b,f][1,5]diazocines, compounds that may be viewed as "strap-clipped" Troger's bases. As a demonstration of their reactivity, these compounds were reacted with benzaldehyde to introduce phenyl substituted straps onto a Troger's base framework.
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页码：148 / +
页数：18
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