Functionalization of Sn/S Clusters with Hetero- and Polyaromatics

We report a mild and all-purpose method to synthesize several hydrazone-functionalized homo- and heteroaromatic molecules, as well as the attachment of the latter to organic functionalized Sn/S clusters. It turned out that the size of the aromatic system has a great influence on the crystallization tendency of the products, which were characterized by NMR spectroscopy, mass spectrometry, and/or single-crystal X-ray diffraction. The last technique indicates the presence of intramolecular or intermolecular π stacking of the aromatic rings.