Highly Efficient Singlet–Singlet Energy Transfer in Light‐Harvesting [60, 70]Fullerene–4‐Amino‐1, 8‐naphthalimide Dyads. Issue 12 (19th July 2013)

• Record Type: Journal Article
• Authors: Remón, Patricia; Parente Carvalho, Cátia; Baleizão, Carlos; Berberan‐Santos, Mario Nuno; Pischel, Uwe
• Is Part Of: Chemphyschem. Volume 14:Issue 12(2013)
• Page Start: 2717
• Page End: 2724
• Publication Date: 2013-07-19
• Subjects: Chemistry, Physical and theoretical -- Periodicals; 541.05
• DOI: 10.1002/cphc.201300424
• Languages: English
• ISSNs: 1439-4235

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>New C₆₀ and C₇₀ fullerene dyads formed with 4‐amino‐1, 8‐naphthalimide chromophores have been prepared by the Bingel cyclopropanation reaction. The resulting monoadducts were investigated with respect to their fluorescence properties (quantum yields and lifetimes) to unravel the role of the charge‐transfer naphthalimide chromophore as a light‐absorbing antenna and excited‐singlet‐state sensitizer of fullerenes. The underlying intramolecular singlet–singlet energy transfer (EnT) process was fully characterized and found to proceed quantitatively (<italic>Φ</italic>_EnT≈1) for all dyads. Thus, these conjugates are of considerable interest for applications in which fullerene excited states have to be created and photonic energy loss should be minimized. In polar solvents (tetrahydrofuran and benzonitrile), fluorescence quenching of the fullerene by electron transfer from the ground‐state aminonaphthalimide was postulated as an additional path.</p> </abstract>