By understanding the role of DMF as a hydride source via a Pd-catalyzed reaction and switching to CH(3)CN solvent, an efficient route for the synthesis of emeraldicene and some new substituted derivatives is reported with potential application in organic electronics. Additionally, the nucleophilic alkylation of emeraldicene 4 a with alkyllithium reagents provides monosubstituted compounds 7 a and 7 b, the latter crystallizing in columnar stacks, with π-π overlap between adjacent molecules in the stack.
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Recent Advances in Halogen-Metal Exchange Reactions.
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Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, Haus F, 81377, München, Germany.
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The development of homogeneous catalysts is strongly connected to the design of new, sophisticated ligands, which resolve limitations of a given reaction protocol by manipulating the electronic properties of the metal and its spatial environment. Phosphines are a privileged class of ligands that find applications in many catalytic transformations, ranging from hydrogenation reactions to hydroformylation and coupling chemistry. For many years, chemists have been trying to improve the efficiency, selectivity, and application of coupling reactions.
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