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Tertiary Amines Differentiated from Primary and Secondary Amines by Active Ester-Functionalized Hexabenzoperylene in
Changqing Li1, Yujing Wang1, Tiankai Zhang2
1Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong, China.
Abstract:
Herein, we report two novel derivatives of hexabenzoperylene (HBP) that are functionalized with ester groups. Methyl acetate functionalized HBP (1) in single crystals self-assembles into a supramolecular nanosheet, which has a two-dimensional π-stack of HBP sandwiched between two layers of ester groups. With the same self-assembly motif, active ester-functionalized HBP (2) in field effect transistors has enabled differentiation of tertiary amines from primary and secondary amines, in agreement with the fact that active ester reacts with primary and secondary amines but not with tertiary amines to form amides.
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