Subscribe to RSS
[2,2]Paracyclophanes with New Bridges
M. L. Birsa*, P. G. Jones, H. Hopf
Technische Universität Braunschweig, Germany and Alexandru Ioan Cuza University of Iasi, Romania
18 March 2011 (online)
The formal cyclotrimerization of pseudo-geminal bisacetylene 1 with a variety of acetylenes (2a-d) and nitriles 4a,b provides facile access to [2.2]paracyclophanes 3a-d and 5a,b with orthogonal π-bridges. Interestingly, the bridging does not drastically change the flattened boat conformation, but causes a nonparallel alignment of the paracyclophane rings according to an X-ray crystal structure analysis of 3a.