Bimacrocyclic Pyridines and 1,8-Naphthyridines: Basicities and Application in Base Catalysis

被引：1
|
作者：
Liebig, Timo [1 ]
Luening, Ulrich [1 ]
机构：
[1] Univ Kiel, Otto Diels Inst Organ Chem, Olshausenstr 40, D-24098 Kiel, Germany
来源：
SYNTHESIS-STUTTGART | 2014年 / 46卷 / 20期
关键词：
macrocycles; boronic acids; molecular recognition; basicity; base catalysis; CONCAVE REAGENTS; 1,10-PHENANTHROLINES;
D O I：
10.1055/s-0034-1378384
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Di-alpha-substituted N-heterocycles such as 2,6-halogenopyridines or 2,7-dichloro-1,8-naphthyridines can be coupled with 2,6-bis(alkenyloxy) substituted areneboronic acids. The resulting tetraenes are then cyclized by ring-closing metathesis to give bimacrocyclic concave pyridines or concave 1,8-naphthyridines. The relative basicity of the concave N-heterocycles was measured and their activity and selectivity was tested in the base-catalyzed addition of alcohols to diphenylketene.
引用
收藏
页码：2799 / 2807
页数：9
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