Sciutto, Andrea, Berezin, Andrey, Lo Cicero, Matteo, Miletic, Tanja, Stopin, Antoine and Bonifazi, Davide ORCID: https://orcid.org/0000-0001-5717-0121 2018. Tailored synthesis of N-substituted peri-Xanthenoxanthene Diimide (PXXDI) and Monoimide (PXXMI) Scaffolds. Journal of Organic Chemistry 83 (22) , pp. 13787-13798. 10.1021/acs.joc.8b02076 |
Preview |
PDF
- Accepted Post-Print Version
Download (1MB) | Preview |
Abstract
The tailored synthesis of homo (A2) and hetero (AB) N-substituted peri-xanthenoxanthene diimides (PXXDIs) and peri-functionalized PXX monoimides (PXXMIs) from 3-hydroxy naphthalic anhydride is described. As A2-type PXXDIs could be synthesized in one step, AB-type PXXDIs and PXXMIs were prepared through a modular approach capitalizing on sequential Suzuki coupling, imidation, and Pummerer reactions with very high yields. In view of their potential applications as organic semiconductors, self-organization studies were performed through liquid deposition on surfaces, depicting the formation of islands, needles, and rods.
Item Type: | Article |
---|---|
Date Type: | Publication |
Status: | Published |
Schools: | Chemistry |
Publisher: | American Chemical Society |
ISSN: | 0022-3263 |
Funders: | MSCA-ITN ETN network �PHOTOTRAIN�, the MSCA-RISE project �INFUSION� |
Date of First Compliant Deposit: | 13 November 2018 |
Date of Acceptance: | 26 October 2018 |
Last Modified: | 19 Apr 2024 15:21 |
URI: | https://orca.cardiff.ac.uk/id/eprint/116697 |
Citation Data
Cited 15 times in Scopus. View in Scopus. Powered By Scopus® Data
Actions (repository staff only)
Edit Item |