Multicoloured Thiophene Based AIEgens: Single Crystal Structure Elucidation, Spectral Behaviour and DFT Studies. Issue 13 (6th April 2018)

• Record Type: Journal Article
• Authors: Mohan, Makesh; Pangannaya, Srikala; Satyanarayan, M. N.; Trivedi, Darshak R.
• Is Part Of: ChemistrySelect. Volume 3:Issue 13(2018)
• Page Start: 3803
• Page End: 3813
• Publication Date: 2018-04-06
• Subjects: AIE -- Crystal structure -- DFT -- Planar -- Thiophene; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201800252
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: A series of Schiff base thiophene derivatives, D1 to D9, which exhibits a phenomenon of aggregation‐induced emission enhancement (AIEE) have been synthesised and characterized by standard spectroscopic techniques. Multicoloured emission enhancement has been achieved just by introduction of electron donating and withdrawing substituent on the thiophene moiety. Few of the molecules in the series exhibited enhanced fluorescence emission intensity in solvent mixture in comparison with that observed in pure solvent supportive of AIE. Single crystal x‐ray diffraction (SCXRD) studies on selected molecules, D6 and D7 of the series revealed the existence of planar structure and a herringbone type of crystal packing arrangement. In specific, molecules D6 and D7, possesses a larger π‐π stacking distance of around 4.866 Å and 4.636 Å, which curbs all the non‐radiative pathways, in turn leading to AIEE. DFT and TDDFT calculations confirm the structural planarity supportive of SCXRD analysis and the nature of electronic transition correlating well with the experimental results. Abstract : Multicolor emission properties has been achieved with fine tuning of substituents on the thiophene core resulting in AIEE effect supported by spectral, electrochemical and SCXRD results. DFT studies confirmed the planarity of the molecules and the electronic transition correlating well with the experimental results. Studies performed in methanol/water ratio confirmed the aggregation induced emission behaviour of few of the molecules in the series.