Application of McMurry Coupling for the Synthesis of Indolophanetriene and Carbazolophanetriene – A New Class of Caged Cyclophanes

Synthesis of a new class of caged cyclophanes viz indolophanetriene 1 and carbazolophanetriene 2 was achieved using N‐arylation route followed by McMurry coupling by a three‐step process. The observed results from the optimized structure of the indolophanetriene 1 indicates the presence of face to face л‐stacking of the two phenyl rings with a distance of 5.54 Å, whereas the carbazolophanetriene 2 exhibit no л‐stacking due to uneven distances. Synthesis of a new class of caged cyclophanes viz indolophanetriene 1 and carbazolophanetriene 2 was achieved using N‐arylation route followed by McMurry coupling by a three‐step process. The observed results from the optimized structure of the indolophanetriene 1 indicates the presence of face‐to‐face π‐stacking of the two phenyl rings with a distance of 5.54 Å, whereas the carbazolophanetriene 2 exhibit no π‐stacking due to uneven distances.