Asymmetric Hydrogenation of Azaindoles: Chemo- and Enantioselective Reduction of Fused Aromatic Ring Systems Consisting of Two Heteroarenes

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[2.4]Paracyclophane crystallizes in the orthorhombic space group Pbca with cell constants (at —95°C) a = 1151.5(5), b = 1832.9(7), c = 1304.1(4) pm. The structure was refined to R = 0.053 for 1626 unique observed reflections. The aromatic ring systems are inclined to each other at an angle of 21°. The longer bridge is capable of more relaxation than the shorter, as is reflected in the non-bonded distances 279, 386 pm between bridgehead atoms and in the smaller displacements of the associated benzylic carbon atoms from the aromatic ring planes. The central bond length of the longer bridge (151.8 pm) is shorter than would be expected for a single bond.


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