Easily prepared chiral scorpionates: tris(2-oxazolinyl)boratoiridium(i) compounds and their interactions with MeOTf |
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Authors: | Baird Benjamin Pawlikowski Andrew V Su Jiachun Wiench Jerzy W Pruski Marek Sadow Aaron D |
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Institution: | Department of Chemistry and Ames Laboratory, Iowa State University, Ames, Iowa 50011-3111, USA. |
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Abstract: | Optically active C 3-symmetric monoanionic ligands are uncommon in organometallic chemistry. Here we describe the synthesis of readily prepared tris(4 S-isopropyl-2-oxazolinyl)phenylborate To (P)] and fluxional, zwitterionic four- and five-coordinate iridium(I) compounds Ir(To (P))(eta (4)-C 8H 12)] ( 4) and Ir(To (P))(CO) 2] ( 5). The highly fluxional nature of 4 and 5 makes structural assignment difficult, and the interaction between the iridium(I) center and the To (P)] ligand is established by solid-state and solution (15)N NMR methods that permit the direct comparison between solution and solid-state structures. Although iridium cyclooctadiene 4 is a mixture of four- and five-coordinate species, the dicarbonyl 5 is only the five-coordinate isomer. The addition of electrophiles MeOTf and MeI provides the oxazoline N-methylated product rather than the iridium methyl oxidative addition product. N-Methylation was unequivocally proven by through-bond coupling observed in (1)H- (15)N HMBC experiments. |
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