Adelaide Research & Scholarship
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https://hdl.handle.net/2440/4674
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| Type: | Journal article |
| Title: | Synthesis of chiral organotin hydrides containing menthyl and oxazoline substituents |
| Author: | Dakternieks, Dainis Dunn, Kerri Schiesser, Carl Herbert Tiekink, Edward Richard Tom |
| Citation: | Journal of the Chemical Society, Dalton Transactions, 2000; 20:3693-3698 |
| Publisher: | Royal Society of Chemistry |
| Issue Date: | 2000 |
| ISSN: | 0300-9246 |
| School/Discipline: | School of Chemistry and Physics |
| Statement of Responsibility: | Dainis Dakternieks, Kerri Dunn, Carl H. Schiesser and Edward R. T. Tiekink |
| Abstract: | A series of chiral non-racemic triorganotin halides and triorganotin hydrides containing one or two (1R,2S,5R)-menthyl (Men) substituents as well as 2-(4,4-dimethyl-2-oxazolinyl)-5-(methyl)phenyl (L) or chiral 2-(4-isopropyl-2-oxazolinyl)-5-(methyl)phenyl ligand (L*) have been synthesized and characterised. Each of SnCl(Men)PhL and SnH(Men)PhL has a stereogenic tin centre and were isolated in diastereomeric ratios of 70:30 and 50:50, respectively; SnCl(Men)PhL* and SnH(Men)PhL* were synthesized in diastereomeric ratios of 50:50 and 66:34, respectively. Single crystal X-ray analysis of SnCl(Men) ₂L and SnCl(Men)PhL reveals a tendency towards five co-ordination at the tin centre as a result of N→Sn interactions. AM1 calculations provide good qualitative predictability of the molecular geometries observed in the solid state as well as the diastereomeric ratios in solution. |
| Rights: | © The Royal Society of Chemistry 2000 |
| DOI: | 10.1039/b004259p |
| Appears in Collections: | Chemistry publications |
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