New derivatives of trifluorothiazyne

Crystal structure of S-p-nitrophenyl-5-phenyl- S-fluorothiazyne, (C6H5)NFS(C6H4NO2)

“…Thiazynes are compounds with S-Ν triple bonds and are of interest because their structures and reactivity [6,7]. In general, because these compounds are difficult to purify and crystallize as suitable single crystals for X-ray analysis, their structure have remained elusive.…”

First Preparation and X-ray Crystallographic Structure Determination of S,S,S-Triphenylthiazyne

“…Recently, we prepared S , S -diphenyl- S -fluorothiazyne ( 1 ) in pure crystalline form from N -bromo- S , S -diphenylsulfilimine and further reported the formation of S- alkoxy- S , S -diphenylthiazynes and S -amino- S , S -diphenylthiazynes from the reaction of 1 . However, the spectral data of the S -fluorothiazyne 1 were much different from those reported by Clifford et al One possible explanation for this discrepancy is that these compounds might be their isomers, N -substituted sulfilimines, and our assignments of their characteristic IR bands at 1280−1360 cm -1 as ν S ⋮ N were tentative …”

“…Formation of thiazyl fluoride (FS⋮N) and thiazyl trifluoride (F 3 S⋮N) bearing an SN triple bond was first suggested and their chemistry developed by Glemser et al . Despite a long history of this class of compounds in fluorine and inorganic chemistry, they had remained unrecognized in the field of organic chemistry although it was not isolated in pure form.…”

“…Despite a long history of this class of compounds in fluorine and inorganic chemistry, they had remained unrecognized in the field of organic chemistry although it was not isolated in pure form. Recently, we prepared S , S -diphenyl- S -fluorothiazyne ( 1 ) in pure crystalline form from N -bromo- S , S -diphenylsulfilimine and further reported the formation of S- alkoxy- S , S -diphenylthiazynes and S -amino- S , S -diphenylthiazynes from the reaction of 1 .…”

(Hetero)aryl‐SVI Fluorides: Synthetic Development and Opportunities

“…reported the synthesis of aryl‐S VI difluorides 7 by reacting thiazyl trifluoride (SNF 3 ; 5 ) with various aryllithium compounds 6 at −78 °C (Scheme 2). [17] NMR spectroscopy studies revealed that the ‐SNF 2 group is more strongly electron‐withdrawing than the ‐NO 2 and ‐SF 5 groups.…”