| Title: |
Improved Synthesis of Bay‐Monobrominated Perylene Diimides |
| Authors: |
Fujimoto, Keisuke; Uchida, Kentaro; Nakamura, Mayuko; Inuzuka, Toshiyasu; Uemura, Naohiro; Sakamoto, Masami; Takahashi, Masaki |
| Source: |
ChemistrySelect ; volume 5, issue 47, page 15028-15031 ; ISSN 2365-6549 2365-6549 |
| Publisher Information: |
Wiley |
| Publication Year: |
2020 |
| Collection: |
Wiley Online Library (Open Access Articles via Crossref) |
| Description: |
The work presents the development of practical synthetic methods toward bay‐monobrominated perylene diimides (PDIs) that have been regarded as important synthetic intermediates for the fabrication of new photonic, optoelectronic, and photovoltaic materials. In the case of PDIs with long branched N ‐alkyl solubilizers, bromination using N ‐bromosuccinimide (NBS) and FeCl 3 successfully provided the corresponding monobromides. This protocol improved the reaction outcomes in terms of product yield and operational easiness, superior to the conventional ones with liquid bromine. Alternatively, imidation of the corresponding dianhydride, easily prepared through monobromination of perylene‐3,4,9,10‐tetrabenzyl ester (PTE), recorded high efficiency for generation of PDI monobromides without solubilizing N ‐substituents. This complementary method made it possible to access a series of new PDI monobromides which had been unobtainable through existing methods. |
| Document Type: |
article in journal/newspaper |
| Language: |
English |
| DOI: |
10.1002/slct.202004432 |
| Availability: |
https://doi.org/10.1002/slct.202004432; https://onlinelibrary.wiley.com/doi/pdf/10.1002/slct.202004432; https://onlinelibrary.wiley.com/doi/full-xml/10.1002/slct.202004432 |
| Rights: |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
| Accession Number: |
edsbas.6FE55A4 |
| Database: |
BASE |