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

S-Diethylamino-S-(3-methylbenzoylimino)-S,S-diphenylsulfonium tetrafluoroborate

“…The S1 N1 (mmethylbenzoylimine) and S1-N2 (diethylamine) bond lengths are 1.551 (2) and 1.619 (2) Å , respectively. These bonds are significantly longer than the S N triple bond of triphenylsulfanenitrile (1.462 Å ; Yoshimura et al, 1997), and close to the S N double bonds of S,S-dimethylsulfonediimine (1.533 Å , electron diffraction study ;Oberhammer et al, 1970), S,S-diphenyl-S-pyrrolidinoiminosulfonium perchlorate [1.503 (2) Å for S-N data reports (NH), X-ray; Sheikh et al, 2017], sulfonediiminosulfonium salt [1.599 (3) Å for S-N; Ohkubo et al, 1997], S,S-diphenyl-Stosyl sulfone diimine [1.515 (18) Å for S-N (NH) and 1.5785 (15) Å for S-N (p-toluenesulfonyl), X-ray; Sheikh et al, 2019b] and N-ethyl-N-(3-methylbenzoyl)-S,S-diphenylsulfodiimide [1.528 (2) Å for S-N (NEt) and 1.584 (3) Å for S-N (m-methylbenzoyl), X-ray; Sheikh et al, 2019a], and shorter than that of S,S-diphenyl-N-tosylsulfilimine (1.628 Å , X-ray; Ká lmá n et al, 1971). In the crystal, the cation and the anion are linked through weak C-HÁ Á ÁF hydrogen bonds (Table 1), forming a three-dimensional network (Fig.…”

S,S-Diphenyl-S-pyrrolidinoiminosulfonium perchlorate

“…Furthermore, iminosulfonium salts belong to the isoelectronic compounds of the oxosulfonium salts and are very rare. Previously, we prepared S,S,Striphenylsulfanenitrile bearing an S N triple bond and found that its N atom has a nucleophilic character (Yoshimura et al, 1997) and thus reported the preparation of iminosulfonium salts bearing three carbon ligands by its alkylation or neutralization (Yoshimura et al, 1998). However, iminosulfonium salts bearing two carbons and one amino ligand are also very rare.…”

“…The corresponding bond lengths of the other cation, S2-N3(pyrrolidine) and S2-N4(NH), are 1.6236 (19) and 1.502 (2) Å , respectively. The S1-N2 and S2-N4 bond lengths are significantly longer than the S N triple bond of triphenylsulfanenitrile [1.462 (3) Å ; Yoshimura et al, 1997] and close to the double bond of S,S-dimethylsulfonediimine [1.533 (2) Å , electron diffraction study ;Oberhammer & Zeil, 1969] and those of S1-N1 and S2-N3 are close to the S-N single bond of a sulfonediiminosulfonium salt [1.599 (3) Å ; Ohkubo et al, 1997]. There are N-HÁ Á ÁO hydrogen bonds involving the perchlorate counter-anion.…”

Syntheses and Crystal Structures of and

“…Mews et al prepared trifluoro-λ 6 -sulfanenitrile (F 3 S≡N) and its derivatives (F 2 RS≡N, e.g., R = Me 2 N-, F 2 (O=)S=N-), and investigated their metal coordination chemistry [1][2][3]. Recently, we prepared fluoro(diphenyl)-λ 6 -sulfanenitrile (Ph 2 FS≡N) and reported the formation of the various substituted λ 6 -sulfanenitriles [4][5][6][7][8][9][10][11][12][13][14]. Among them, new types of λ 6 -sulfanenitrile with nitrilo and imino groups (type A) or two nitrilo groups (ndsdsd, type B) at both ends have been shown to complexes as bidentate N,N' ligands.…”