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Hydrogen-bond-induced selectivity of a head-to-head photo-dimerisation of dialkynylanthracene – access to tetradentate Lewis acids

Philipp Niermeier, Kristina A. M. Maibom, Jan‐Hendrik Lamm, Beate Neumann, Hans‐Georg Stammler, Norbert W. Mitzel

2021Chemical Science20 citationsDOIOpen Access PDF

Abstract

-isomer in large excess. Cleavage of the protecting groups under basic conditions affords a rigid hydrocarbon skeleton with four directional functions. This was used as a building block for a tetradentate boron Lewis acid. Its applicability as a host for Lewis-base substrates was demonstrated by the formation of adducts with various nitrogen bases. Adduct formation with hydrazine leads to impressive networks between the tetraboron host and the substrate molecules.

Topics & Concepts

Head (geology)Lewis acids and basesSelectivityPhotochemistryChemistryHydrogen bondHydrogenOrganic chemistryCatalysisMoleculeGeomorphologyGeologyCrystallography and molecular interactionsOrganoboron and organosilicon chemistryAsymmetric Synthesis and Catalysis
Hydrogen-bond-induced selectivity of a head-to-head photo-dimerisation of dialkynylanthracene – access to tetradentate Lewis acids | Litcius