Borylated Subphthalocyanines: Versatile Precursors for the Preparation of Functional Bowl‐Shaped Aromatics

Author:

Gómez‐Gómez Marta1,Labella Jorge1ORCID,Torres Tomás123ORCID

Affiliation:

1. Department of Organic Chemistry Universidad Autónoma de Madrid, Campus de Cantoblanco C/ Francisco Tomás y Valiente 7 28049 Madrid Spain

2. Institute for Advanced Research in Chemical Sciences (IAdChem) Universidad Autónoma de Madrid Madrid Spain

3. IMDEA – Nanociencia C/ Faraday 9, Campus de Cantoblanco 28049 Madrid Spain

Abstract

AbstractThe peripheral borylation of porphyrinoids has become a key step to prepare advanced functional materials. This study reports the synthesis, electronic properties, and reactivity of borylated subphthalocyanines. These compounds, which are prepared by Suzuki–Miyaura borylation in excellent yields, are easily purified, display a great stability, and serve as powerful starting materials for the post‐functionalization of SubPcs via cross‐coupling reactions. Remarkably, this novel approach is more efficient than the methodologies already described and enables the preparation of exotic systems, such as SubPc dimeric species linked by C−C bonds, which are not accessible so far and present promising properties for optoelectronic devices.

Funder

Comunidad de Madrid

European Commission

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

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