A core-substituted naphthalene diimide-based supramolecular triangle and its self-assembly into nanostructures

Samantha T. Aragon; Edgar U. Lopez-Torres; Franchesca C. Tinacba; Camille J. Kwan; Joshua J. Do; Rosanna Jees; Daniella S.A. Unpingco; Daniel J. Wherritt; Jon R. Parquette; Peter J. Cragg; Erendra Manandhar

doi:10.1039/D5CC00943J

A core-substituted naphthalene diimide-based supramolecular triangle and its self-assembly into nanostructures†

Samantha T. Aragon,^a Edgar U. Lopez-Torres,^b Franchesca C. Tinacba,^a Camille J. Kwan,^a Joshua J. Do,^a Rosanna Jees,^a Daniella S.A. Unpingco,^a Daniel J. Wherritt,

^c Jon R. Parquette,*^b Peter J. Cragg

*^d and Erendra Manandhar

*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry and Biochemistry, St. Mary's University, San Antonio, TX, USA
E-mail: emanandhar1@stmarytx.edu

^b Department of Chemistry and Biochemistry, Ohio State University, Columbus, OH, USA
E-mail: Parquette.1@osu.edu

^c Department of Chemistry, University of Texas at San Antonio, San Antonio, USA

^d School of Applied Sciences, University of Brighton, Brighton, UK
E-mail: p.j.cragg@brighton.ac.uk

Abstract

A core-substituted naphthalene diimide (1) was self-assembled with (Et₃P)₂Pt·2TfO into a triangular structure (2) whereas an equilibrium mixture of triangular and dimer or tetramer was obtained with Pd(dppp)·2TfO and Pt(dppp)·2TfO. The triangular structure for 2 was supported theoretically by PM6 calculations and fully characterized by NMR spectroscopy and mass spectrometry. Complex 2, as compared to 1, shows a variable UV-Vis absorption and fluorescence as a function of solvent and is easily reducible during cyclic voltammetry. TEM and AFM imaging showed that 2 further self-assembles into nanostructures.

Chemical Communications

A core-substituted naphthalene diimide-based supramolecular triangle and its self-assembly into nanostructures†

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A core-substituted naphthalene diimide-based supramolecular triangle and its self-assembly into nanostructures

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