Hydrogenation via Hydroboration and Hydrozirconation

4-isomer is also the major product if other reduction reagents [7] such as anhydrous hydrazine [6], diimide [3] or palladium hydride wrapped in gold foil [15] are used. Contrary to this result, reduction with wet Zn/Cu couple (Section 5.2.2) does not lead to the cis-l-adduct. Instead the e-isomer and the trans-3-isomer are formed as major products [5]. 

Applying the Zn/Cu reduction to C q the reduction proceeds to a greater extent than the reaction with Cjq did [5, 7, 21, 25, 26]. Some distinct isomers of C qH with n = 2, 4, 6, 8 and 10 can be isolated. C7QHJ2 is formed, but only in small amounts and was not yet separated. HPLC, H, C and He NMR spectroscopy together with calculations helped to resolve the structure of the obtained hydro-[70]fullerenes. The reduction proceeds in different possible pathways [21]. One of these reduction manifolds leads - besides some minor isomers - to the two major isomers of C qH with n = 2 (9) and n = 4 (10-12), where the hydrogens are - as expected - located at the poles of C q (Table 5.1). The other manifold leads to the adduct C7oHg (13) with a completely different addition pattern, where the hydrogens 

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