A new class of planar-chiral ferrocenes: Serendipitous formation of 1,2-ferrocenediylazaphosphinines

被引：12

作者：

Hwang, GH

Ryu, ES

Park, DK

Shim, SC

Cho, CS

Kim, TJ ^{[1
]}

Jeong, JH

Cheong, M

机构：

[1] Kyungpook Natl Univ, Dept Ind Chem, Taegu 702701, South Korea

[2] Kyungpook Natl Univ, Dept Chem, Taegu 702701, South Korea

[3] Kyung Hee Univ, Res Inst Basic Sci, Seoul 130701, South Korea

[4] Kyung Hee Univ, Dept Chem, Seoul 130701, South Korea

来源：

ORGANOMETALLICS | 2001年 / 20卷 / 26期

关键词：

D O I：

10.1021/om010603z

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The reaction of 1-(α-aminoalkyl)-2-diphenyl-phosphinoferrocene (1) which glyoxals gave via an unusual heterocyclization 1,2-ferrocenediylazaphosphinines (3) as a new class of planar-chiral ferrocenes. The products were fully characterized by analytical and various spectroscopic techniques. In particular, a complete assignment of all protons and carbons was made by various NMR techniques. A substantial degree of π-electron delocalization extending over the fused heterocyclic ring can be evidenced by IR and UV/vis spectra and in the case of 3a by X-ray crystallographic data. Employment of rac-3a as ligand for Cu-catalyzed cyclo-propanation of styrene by ethyl diazoacetate revealed a complete diastereo-discrimination leading to the formation of trans-product in 100% yield.

引用

页码：5784 / 5787

页数：4