Cubane Cross-Coupling and Cubane-Porphyrin Arrays

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Bernhard, S.S.R. and Locke, G.M. and Plunkett, S. and Meindl, A. and Flanagan, K.J. and Senge, M.O., Cubane Cross-Coupling and Cubane-Porphyrin Arrays, Chemistry - A European Journal, 24, 2018, 1026?1030.

Abstract

Herein, an improved methodology for aryl‐cubane cross‐coupling is reported. The peculiarities of the cubane core and its behavior during cross‐coupling conditions were analyzed, while the versatility of this adapted Baran cross‐coupling methodology was demonstrated by the synthesis of various aryl‐cubane systems, including coupling products of cubanes and porphyrins. Furthermore, arm extension of alkynyl‐cubanes by Sonogashira reactions is demonstrated, showcasing the first proof of the stability of the cubane core in the presence of palladium catalysts.

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Sponsor: Science Foundation Ireland (SFI)
Grant Number: FI IvP 13/IA/1894

Author's Homepage: http://people.tcd.ie/sengem
Type of material: Journal Article