Preparation and Photophysical Characterization of N‑Substituted 7‑Nitro-2,1,3-benzoxadiazol-4-amine Derivatives

TL;DR

This paper describes the synthesis and testing of new NBD derivatives for use in complex molecular systems.

Contribution

The study expands the library of 4-amino NBD derivatives with a new compound and a new synthesis method.

Findings

A new NBD derivative was synthesized and characterized.

A previously reported compound was synthesized using a new method.

Photophysical properties were analyzed in various solvents.

Abstract

The 7-nitro-2,1,3-benzoxadiazole
(NBD) scaffold is a widely studied
and well-respected fluorophore. It is used in many sensing and imaging
applications, both as an independent molecule and in larger molecular
systems as a fluorescent building block. The broad applicability of
NBD is due to its small size and respectable photophysical properties.
To integrate this scaffold into these larger systems, NBD is often
converted into 4-amino NBD with a spacer group that then acts as a
bridge to connect it to the rest of the molecule. While many examples
of these systems exist, this story seeks to expand the library of
4-amino NBD derivatives available for future use in more complex molecular
systems. This study highlights the synthesis of one new compound,
a new synthesis of a previously reported compound, and the photophysical
characterization of each in several solvents.

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