react with trans-platinum acetylide complexes 1a and 1b, (Ph 3 P) 2 Pt(CtCR) 2 (R ) TIPS, p-MeC 6 H 4 ), via ligand exchange to generate chiral platinum acetylide complexes. The corresponding cis-platinum complexes are formed in all cases except for the reaction of 1b with S,S-BDPP, where the dimeric complex 4d′ is the product. Conversely, the reaction of 1a and 1b with the ligands S,S-DIOP, R-BINAP, and R-SYNPHOS fails to give the desired product in appreciable yield. Circular dichroism spectroscopy is used to examine the effect of the chiral ligand on the chiroptical properties of the platinum acetylide framework. X-ray crystallographic analyses of achiral complex 1a and chiral derivative 4e are reported.
Key indicatorsSingle-crystal X-ray study T = 198 K Mean (C-C) = 0.002 Å Disorder in main residue R factor = 0.036 wR factor = 0.110 Data-to-parameter ratio = 12.0For details of how these key indicators were automatically derived from the article, see
An exploration into the utility of the thermally-induced (metal oxide-mediated) CO 2 extrusion and subsequent rearrangement of N-acyl-1,3-oxazolidin-2-ones to form 2-aryl(alkyl)-2-oxazolines is described. The reaction is found to give moderate yields of the corresponding 2-oxazolines. Attempts to employ the above methodology to give enantiopure (R)-or (S)-2,5-diphenyl-2-oxazoline (the latter form being the natural product Oxytriphine) from enantiopure (and crystallographically characterised) (S)-N-benzoyl-5-phenyl-2-oxazolidinone led to the isolation of an essentially racemic product. These protocols are compared to other common methods used to form the oxazoline ring system and are placed into context with previous investigations of such ring forming reactions.
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