The on-surface self-assembled behavior of four C3 -symmetric π-conjugated planar molecules (Tp, T12, T18, and Ex) has been investigated. These molecules are excellent building blocks for the construction of noncovalent organic frameworks in the bulk phase. Their hydrogen-bonded 2D on-surface self-assemblies are observed under STM at the solid/liquid interface; these structures are very different to those in the bulk crystal. Upon combining the results of STM measurements and DFT calculations, the formation mechanism of different assemblies is revealed; in particular, the critical role of hydrogen bonding in the assemblies. This research provides us with not only a deep insight into the self-assembled behavior of these novel functional molecules, but also a convenient approach toward the construction of 2D multiporous networks.
Keywords: conjugation; hydrogen bonds; scanning probe microscopy; solvent effects; supramolecular chemistry.
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