Abstract Herein we report the synthesis and characterization of four donor/acceptor‐fuseds‐indacenes via the late‐stage oxidation of a family of unsymmetrical benzofuran/benzothiophene‐s‐indacene regioisomers. A thorough study of their properties through experimental and computational analysis has revealed the effect of asymmetry on the molecular properties associated with antiaromaticity, as well as a strong correlation between antiaromaticity and intramolecular charge transfer (ICT). The strength of the charge transfer depends on the fusion orientation of the donor and acceptor motifs relative to thes‐indacene core. The two most antiaromatic oxidized isomers exhibit strong evidence of ICT with 30 and 40 nm solvatochromic shifts.
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Benzodithiophene‐ S,S ‐tetraoxide (BDTT) as an Acceptor Towards Donor‐Acceptor (D‐A)‐Type Semiconducting Electropolymers
- Award ID(s):
- 1757220
- PAR ID:
- 10336570
- Date Published:
- Journal Name:
- ChemElectroChem
- Volume:
- 8
- Issue:
- 6
- ISSN:
- 2196-0216
- Page Range / eLocation ID:
- 1141 to 1148
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
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