Chlorobis(cyclopentadienyl)hydridozirconium

Total Synthesis and Antitrypanosomal Activity of Janadolide and Simplified Analogues

“…Ketone 6 was subjected to enantioselective reduction with (−)-Ipc 2 BCl , to give alcohol 9 in good yield and high enantiomeric excess (confirmed by 1 H NMR following Mosher’s ester derivatization, see the Supporting Information (SI) for details). Protection as the corresponding tert -butyldimethylsilyl ether 10 followed by hydrozirconation of the alkyne with Schwartz’s reagent and subsequent quenching of the vinylzirconium species with iodine gave vinyl iodide 4 in excellent yield and as the desired E -diastereomer as judged by NOESY analysis (see the SI for data).…”

Characterization of Reactive Organometallic Species via MicroED

“…Schwartz’s reagent sees widespread use in modern organic synthesis and is useful for a number of unique transformations mediated via hydrozirconation intermediates. − However, despite its synthetic relevance and the countervailing fact that half a century has transpired since Wailes and Weigold first discovered this species, , no single crystal structure of this canonical zirconocene complex has been obtained. This gap in crystallographic data has been attributed to the low solubility of the complex in hydrocarbon and ethereal solvents and its reactivity with polar chlorinated solvents, precluding its crystallization and hindering NMR studies. As such, the currently accepted structure of Schwartz’s reagent, a centrosymmetric dimer doubly linked by two bridging hydride ligands, represents a reconstruction from a combination of FTIR spectroscopy, , solid-state 35 Cl NMR studies, and X-ray diffraction of related complexes .…”