1,3-dipolar cycloaddition reactions of porphyrins with azomethine ylides

被引：121
|
作者：
Silva, AMG [1 ]
Tomé, AC [1 ]
Neves, MGPMS [1 ]
Silva, AMS [1 ]
Cavaleiro, JAS [1 ]
机构：
[1] Univ Aveiro, Dept Chem, P-3810193 Aveiro, Portugal
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 06期
关键词：
D O I：
10.1021/jo048349i
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The behavior of porphyrins as dipolarophiles in 1,3-dipolar cycloadditions with azomethine ylides was studied. Depending on the nature of the substituent groups on the porphyrin macrocycles, the reaction can give monoadducts (chlorins) or bisadducts (isobacteriochlorins and bacteriochlorins). When a large excess of azomethine ylide is used, trisadducts can also be obtained. Mixed isobacteriochlorin derivatives were prepared from the reaction of azomethine ylides with the chlorin monoadducts previously obtained via Diels-Alder reactions.
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收藏
页码：2306 / 2314
页数：9
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