Affiliation:
1. Dipartimento di Chimica Università degli Studi di Bari Aldo Moro Via Edoardo Orabona 4 70126 Bari Italy
2. Dipartimento di Chimica e Chimica Industriale Università di Pisa Via Giuseppe Moruzzi 13 56124 Pisa Italy
3. Diamond Light Source, Ltd. Chilton Didcot OX11 0DE United Kingdom
Abstract
AbstractWe have studied the impact of achiral substituents on the chiral supramolecular architectures of diketopyrrolo[3,4‐c]pyrrole‐1,2,3‐1H‐triazole (DPP) dyes. We decorated the same chiral DPP motif with substituent groups on the nitrogen atoms of the lactam moiety: the hydrophobic n‐octyl alkyl chain, the hydrophilic tri(ethylene glycol) (TEG) chain and the thermo‐cleavable tert‐butoxycarbonyl (t‐Boc) carbamate group. In spite of having identical conjugated chromophore and chiral appendages, in aggregated form the three dyes displayed profoundly different optical, chiroptical, electrochemical and thermal features. ECD measurements revealed differences in the aggregation modes, which would be inaccessible by most other techniques. We found strong chiroptical features, which would have major implications in the context of chiral organic opto‐electronics and in the development of other highly innovative technological applications.
Funder
Ministero dell’Istruzione, dell’Università e della Ricerca
Università di Pisa
Subject
General Chemistry,Catalysis,Organic Chemistry
Cited by
1 articles.
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