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6937257 
Journal Article 
Electronic Modulation of Terrylene Diimides Leading to Core-Twisting, Tunable Emission and Intermolecular Interactions 
Regar, R; Mehra, KS; Bhowal, R; Sankar, J; , 
2019 
Yes 
European Journal of Organic Chemistry
ISSN: 1434-193X
EISSN: 1099-0690 
WILEY-V C H VERLAG GMBH 
WEINHEIM 
6278-6284 
WOS:000487139500001 
Three new symmetrically para-phenylethynylene-substituted terrylene diimide derivatives namely, TDI-Ph, TDI-PhCN and TDI-PhNMe2 were synthesized to study the electronic effects on the structure and properties. The solid-state single-crystal structures for TDI-Ph and TDI-PhCN as well as for the precursor TDI-Br-4 are presented. The X-ray diffraction studies revealed twisting in the bay-area of terrylene core, which improved the solubility as well, despite of having some of the shortest intermolecular Br center dot center dot center dot Br and C-H center dot center dot center dot O interactions in TDI-Br-4. All the compounds exhibited near infra-red absorption and emission except for TDI-PhNMe2; especially TDI-PhNMe2 showed interesting broad absorption ranging from 300 to 970 nm. Further, the effects of electron-donating and accepting unit on electrochemical and optical properties have been investigated.