Highly Fluorescent Peri‐functionalized Perylenemonoimide Derivatives with Tunable Optical Properties for Selective Sensing of Electron‐rich Aromatic Amines. Issue 35 (19th December 2017)

• Record Type: Journal Article
• Authors: Sharma, Vikas; Sahoo, Dhananjaya; Chandra, Falguni; Koner, Apurba L.
• Is Part Of: ChemistrySelect. Volume 2:Issue 35(2017)
• Page Start: 11747
• Page End: 11754
• Publication Date: 2017-12-19
• Subjects: Fluorescence quenching -- Peri-functionalization -- Perylenemonoimide -- Photo-induced electron-transfer -- Suzuki-coupling; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201702368
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: A series of peri ‐functionalized perylenemonoimide dyes containing an electron donating aromatic and polyaromatic group via Suzuki‐coupling reaction has been synthesized. Photophysical properties of the synthesized dyes are extensively investigated using various spectroscopic techniques. Introduction of substituent's at peri ‐position shows a pronounced effect on emission properties. Electrochemical measurements suggest that the peri ‐functionalization of perylenemonoimide dyes make reduction much more facile compared to unsubstituted dyes. Thereafter, an efficient and selective fluorescence quenching strategy via photo‐induced electron transfer process from electron‐rich aromatic amines to the synthesized dyes has been investigated. Abstract : An efficient synthesis of a series of electron‐rich polyaromatic group containing peri ‐functionalized perylenemonoimide (PMI) dyes with high reaction yield using Suzuki coupling reaction is reported. The synthesized molecules display high molar extinction coefficient and fluorescence quantum yield. Later, the sensing of electron‐rich aromatic amines using multifunctional peri ‐functionalized and optically tunable PMI derivatives via photoinduced electron transfer mechanism is investigated.