Literature DB >> 30427190

Suzuki-Miyaura Micellar One-Pot Synthesis of Symmetrical and Unsymmetrical 4,7-Diaryl-5,6-difluoro-2,1,3-benzothiadiazole Luminescent Derivatives in Water and under Air.

Alessandro Sanzone1, Adiel Calascibetta1, Erika Ghiglietti1, Chiara Ceriani1, Giuseppe Mattioli2, Sara Mattiello1, Mauro Sassi1, Luca Beverina1.   

Abstract

The Suzuki-Miyaura cross-coupling reaction of 4,7-dibromo-5,6-difluoro-2,1,3-benzothiadiazole with different arylboronic acids can be efficiently carried out in water and under air by means of micellar coupling. The careful tuning of reaction conditions enables preparation of symmetrically and unsymmetrically substituted derivatives. The moderate to good yields obtained, along with the wide variety of available substitution patterns, makes this sustainable methodology very useful for the preparation of building blocks for luminescent optoelectronic materials.

Entities:  

Year:  2018        PMID: 30427190     DOI: 10.1021/acs.joc.8b02204

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

Review 1.  Replacement of Less-Preferred Dipolar Aprotic and Ethereal Solvents in Synthetic Organic Chemistry with More Sustainable Alternatives.

Authors:  Andrew Jordan; Callum G J Hall; Lee R Thorp; Helen F Sneddon
Journal:  Chem Rev       Date:  2022-02-24       Impact factor: 72.087

2.  The Effect of Acceptor Structure on Emission Color Tuning in Organic Semiconductors with D-π-A-π-D Structures.

Authors:  Przemyslaw Ledwon; Gabriela Wiosna-Salyga; Marian Chapran; Radoslaw Motyka
Journal:  Nanomaterials (Basel)       Date:  2019-08-17       Impact factor: 5.076

3.  Sustainable Access to π-Conjugated Molecular Materials via Direct (Hetero)Arylation Reactions in Water and under Air.

Authors:  Adiel Mauro Calascibetta; Sara Mattiello; Alessandro Sanzone; Irene Facchinetti; Mauro Sassi; Luca Beverina
Journal:  Molecules       Date:  2020-08-14       Impact factor: 4.411

4.  Organic Semiconductors Processed from Synthesis-to-Device in Water.

Authors:  Aiman Rahmanudin; Raymundo Marcial-Hernandez; Adibah Zamhuri; Alex S Walton; Daniel J Tate; Raja U Khan; Suphaluk Aphichatpanichakul; Andrew B Foster; Sebastian Broll; Michael L Turner
Journal:  Adv Sci (Weinh)       Date:  2020-09-21       Impact factor: 16.806

  4 in total

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