| Autor: |
Paikar, Arpita, Mondal, Totan, Debnath, Mintu, Haldar, Debasish |
| Zdroj: |
ChemistrySelect; 9/7/2018, Vol. 3 Issue 33, p9576-9582, 7p |
| Abstrakt: |
Abstract: The introduction of a β‐amino acid namely α‐benzyl‐β‐alanine in naphthalenediimide enables the photoresponsive formation and isolation of an extraordinary ambient stable radical anion. The single crystal X‐ray reveals that both the phenylalanine (Phe) and β‐amino acid side chains are in trans position in the reported naphthalenediimides 1 and 2 respectively. In higher order packing, the diimide 1 forms exciplex by face to face π‐π stacking between naphthalenediimide core and aromatic ring of phenylalanine to generate a staircase like architecture. However, the β‐amino acid analogue 2 forms excimer by self‐assembly through face to face π‐π stacking between naphthalenediimide cores. There also exists edge to edge π‐π stacking interaction between electron deficient central naphthalene moiety and side chain aromatic ring. As a result the LUMO and HOMO energy of diimide 2 are lowered significantly which promotes the photo‐induced electron transfer process. The remarkable stability of this radical anion facilitates the complete characterization by various spectroscopic techniques which are also supported by quantum mechanical calculations at the B3LYP−D3/TZVP level theory. [ABSTRACT FROM AUTHOR] |
| Databáze: |
Complementary Index |
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