Direct Access to Axially Substituted Subphthalocyanines from Trimethylsilyl-Protected Nucleophiles

被引：31

作者：

Guilleme, Julia ^{[1
]}

Martinez-Fernandez, Lara ^{[2
]}

Corral, Ines ^{[2
]}

Yanez, Manuel ^{[2
]}

Gonzalez-Rodriguez, David ^{[1
]}

Torres, Tomas ^{[1
,3
]}

机构：

[1] Univ Autonoma Madrid, Fac Ciencias, Dept Quim Organ, E-28049 Madrid, Spain

[2] Univ Autonoma Madrid, Fac Ciencias, Dept Quim, E-28049 Madrid, Spain

[3] IMDEA Nanociencia, Madrid 28049, Spain

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 19期

关键词：

CYCLOADDITION REACTIONS; FUNCTIONALIZATION; BORONSUBPHTHALOCYANINE; BORON(III); CHLORIDE; ACCEPTOR;

D O I：

10.1021/acs.orglett.5b02213

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new synthetic one-step approach to perform the axial ligand exchange reaction in subphthalocyanines that employs trimethylsilyl-protected nucleophiles as starting materials is reported. Theoretical calculations indicate that the exchange reaction proceeds through a similar 4-centered sigma-bond metathesis transition state as the substitution with phenols. This direct method allowed us to synthesize new axial derivatives of singular importance within the chemistry of subphthalocyanines, for which the reactivity and X-ray crystalline structure were studied.

引用

页码：4722 / 4725

页数：4

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