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Synthesis 2019; 51(02): 399-406
DOI: 10.1055/s-0037-1610849
DOI: 10.1055/s-0037-1610849
feature
Catalytic Si/B Exchange Condensation: A Green B–C Coupling Method That Provides Access to Monodisperse (Het)arylborane ‘Trimers’
Financial support by the German Research Foundation (DFG) through the Emmy Noether Programme HE 6171/3-1 and the Heisenberg Programme HE 6171/7-1 is gratefully acknowledged. The authors appreciate networking contribution by the COST Action CM1302 ‘European Network on Smart Inorganic Polymers (SIPs)’.Further Information
Publication History
Received: 15 September 2018
Accepted after revision: 17 October 2018
Publication Date:
03 December 2018 (online)
Dedicated to Professor Rainer Streubel on the occasion of his 60th birthday
Abstract
The potential of our metal-free B–C coupling method using catalytic Si/B exchange condensation is demonstrated by the synthesis of a series of monodisperse (het)arylborane oligomers with four (het)arene moieties and three boron centers (i.e., ‘trimers’). Photophysical and electrochemical investigations evidenced effective π-conjugation over the (het)arene rings and the boron centers.
Key words
boron - B–C bond formation - furan - thiophene - organocatalysis - organoboranes - monodisperse oligomers - conjugated materialsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610849.
- Supporting Information
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Reviews:
Selected examples:
For examples of thiophene–borane-based materials, see:
For furan–borane-based materials, see:
We also demonstrated B–N coupling via Si/B exchange condensation as a route to BCN hybrid polymers and oligomers; see: