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In this work, we report the preparation of the new nanocapsule <jats:bold>3\u22c5<\/jats:bold>(CF<jats:sub>3<\/jats:sub>SO<jats:sub>3<\/jats:sub>)<jats:sub>8<\/jats:sub> with a A<jats:sub>4<\/jats:sub>B<jats:sub>2<\/jats:sub> tetragonal prismatic geometry, where A corresponds to the dipalladium hexaazamacrocyclic complex <jats:bold>Pd\u20101<\/jats:bold>, and B corresponds to the tetraanionic form of palladium 5,10,15,20\u2010tetrakis(4\u2010carboxyphenyl)porphyrin (<jats:bold>2<\/jats:bold>). The large void space of the inner cavity and the supramolecular affinity for guest molecules towards porphyrin\u2010based hosts converts this nanoscale molecular 3D structure into a good candidate for host\u2013guest chemistry. The interaction between this nanocage and different guest molecules has been studied by means of NMR, UV\/Vis, ESI\u2010MS, and DOSY experiments, from which highly selective molecular recognition has been found for anionic, planar\u2010shaped \u03c0 guests with association constants (<jats:italic>K<\/jats:italic><jats:sub>a<\/jats:sub>) higher than 10<jats:sup>9<\/jats:sup>\u2009<jats:sc>M<\/jats:sc><jats:sup>\u22121<\/jats:sup>, in front of non\u2010interacting aromatic neutral or cationic substrates. DFT theoretical calculations provided insights to further understand this strong interaction. Nanocage <jats:bold>3\u22c5<\/jats:bold>(CF<jats:sub>3<\/jats:sub>SO<jats:sub>3<\/jats:sub>)<jats:sub>8<\/jats:sub> can not only strongly host one single molecule of M(dithiolene)<jats:sub>2<\/jats:sub> complexes (M=Au, Pt, Pd, and Ni), but also can finely tune their optical and redox properties. The very simple synthesis of both the supramolecular cage and the building blocks represents a step forward for the development of polyfunctional supramolecular nanovessels, which offer multiple applications as sensors or nanoreactors.<\/jats:p>","DOI":"10.1002\/chem.201203376","type":"journal-article","created":{"date-parts":[[2012,12,4]],"date-time":"2012-12-04T15:17:57Z","timestamp":1354634277000},"page":"1445-1456","source":"Crossref","is-referenced-by-count":44,"title":["Self\u2010Assembled Tetragonal Prismatic Molecular Cage Highly Selective for Anionic \u03c0 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