A Nonarchetypal 5,6-Dihydro-2H-pyrano[3,2-g]indol izine-Based Solution-Solid Dual Emissive AIEgen with Multicolor Tunability

• Published in: Chemistry : a European journal Vol. 23; no. 19; pp. 4527 - 4531
• Main Authors: Raghuvanshi, Ashutosh, Jha, Ajay Kumar, Sharma, Ashutosh, Umar, Shahida, Mishra, Shachi, Kant, Ruchir, Goel, Atul
• Format: Journal Article
• Language: English
• Published: 01.04.2017
• Subjects: Chemical compounds; Constrictions; Emission; Emissivity; Fluorescence; Modulation; Solid state; Vibration
• ISSN: 0947-6539; 1521-3765
• DOI: 10.1002/chem.201605844

Screening of a chemical library of pyranones and their ring transformed fluorophores led to the discovery of a novel 5,6-dihydro-2H-pyrano[3,2-g]indol izine (DPI) class of the luminogen DPI 7, which exhibited unique solution-solid dual emission (SSDE) behavior with an emission color shift from bright-green in solution to a strong red emission in the solid state. The AIE mechanism of these luminogens revealed a well-defined set of noncovalent interactions (CHO and CHN) that block the motion of C sub(2)-flexure leading to restriction of intramolecular vibrations (RIV) in the solid state. DPI-7 is the first example of solution-solid dual emissive RIV-based AIEgen, which has great potential both in biomedical imaging and optoelectronic fields. Multicolor AIEgens: A novel dihydropyranoindolizine class of compounds as restriction of intramolecular vibration (RIV)-based aggregation-induced emission agents (AIEgens) with strong fluorescence in the solid state was discovered. The donor-acceptor modulations in the core led to multicolor AIEgens. One of these (DPI-7) exhibited solution-solid dual emissive (SSDE) behavior that may be applicable to material and biological sciences.