RING FLATTENING IN THIANTHRENE SULFONIUM BIS(CARBOMETHOXY)METHYLIDES

Name: Work Video:
Duration: 3 min 30 s
Description: Abstract Bis(carbomethoxy)methylides derived from thianthrene 5,5-dioxide and 2,7-dichlorothianthrene 5,5-dioxide exhibit hindered S+ —C− bond rotation. Variable temperature NMR studies are described for these ylides as well as 9,9-dimethylthioxanthenium bis(carbomethoxy)methylide. With coalescence temperatures of ≍30°C (200 MHz), all have δG‡ ≍ 15 kcal/mol.
Andrew L. Ternay; Bobbie E. South; Robert McKellar; Wing Lam
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