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Absence of pyramidal inversion in a cyclic thiolsulfinate

โœ Scribed by Fred Wudl; Robert Gruber; Albert Padwa


Book ID
104239430
Publisher
Elsevier Science
Year
1969
Tongue
French
Weight
194 KB
Volume
10
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


Recently Fava and Koch (1) concluded that aryl arenethiolsulfinates readily undergo thermal racemization via pyramidal inversion at sulfinyl sulfur.


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Experimental and calculated vibrational circular dichroism (VCD) spectra of the enantiomers of the conformationally rigid thiolsulfinate, naphtho[1,8-cd]-1,2-dithiole 1-oxide 1, obtained by chromatographic resolution of the racemate, were in excellent agreement, showing a (+)-(S)-1/(-)-(R)-1 relatio