Functionalization of Dodecaborates by Mild and Efficient Pd‐Catalyzed Formation of B−C Bonds with Boronic Acids**

Author:

Al‐Joumhawy Mahmoud K.1ORCID,Chang Jui‐Chi1,Assaf Khaleel I.2ORCID,Bassil Bassem S.1ORCID,Gabel Detlef1ORCID

Affiliation:

1. School of Science Constructor University Campus Ring 1 28759 Bremen Germany

2. Department of Chemistry Faculty of Science Al-Balqa Applied University 19117 Al-Salt Jordan

Abstract

AbstractHybrid organic‐inorganic molecules have recently received great interest due to their unique properties, which give access to their implementation in biological and material sciences. Herein, a new synthetic approach for the direct‐linkage of the purely inorganic dodecaborate cluster to organic building blocks through B−C bond is established, using boronic acids as functional groups on the organic moiety, reacting under Suzuki–Miyaura coupling conditions with iodo‐undecahydridododecaborate. The choices of ligand (DavePhos) and solvent (N‐methylpyrrolidone for electron‐poor, CD3CN for electron‐rich groups) are essential for the successful coupling. Ultimately, the newly described methodology is found to be functional‐group tolerant covering a wide spectrum of substrates including electron‐poor arenes.

Funder

Deutsche Forschungsgemeinschaft

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

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