Abstract
Rhodium(II) carboxylates are privileged catalysts for the most challenging carbene-, nitrene-, and oxo-transfer reactions. In this work, we address the strategic challenges of current organic and inorganic synthesis methods to access these rhodium(II) complexes through an oxidative rearrangement strategy and a reductive ligation reaction. These studies illustrate the multiple benefits of oxidative rearrangement in the process-scale synthesis of congested carboxylates over nitrile anion alkylation reactions, and the impressive effect of inorganic additives in the reductive ligation of rhodium(III) salts.
Highlights
Total synthesis has been a major resource to facilitate the supply of scarce substances[1] and a fertile playground to create and test new chemistries.[2]
Metal carboxylates have historically played a key role in the development of homogeneous catalysis, in the field of C−H functionalization.[6]
The chemical synthesis of the ligand esp (2)11,16a,17 and its rhodium complex 111 have not evolved along their applications
Summary
Total synthesis has been a major resource to facilitate the supply of scarce substances[1] and a fertile playground to create and test new chemistries.[2]. The direct reaction of esp (2) and RhCl3·xH2O (8) under the conventional acidic conditions presented above[19] results in extensive formation of rhodium black, even in the presence of 10-fold excess of the esp ligand (2; Table 1; entry 1).
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