222612-88-6Relevant articles and documents
Methods, Syntheses and Characterization of Diaryl, Aryl Benzyl, and Dibenzyl Sulfides
Zhou, Wen-Yan,Chen, Min,Zhang, Pei-Zhi,Jia, Ai-Quan,Zhang, Qian-Feng
, p. 301 - 310 (2021)
Twenty-four aryl benzyl sulfides, diaryl sulfides and dibenzyl sulfides were synthesized by four methods and characterized by 1H NMR, FT-IR and Gas chromatography. The reaction conditions of different synthesis methods were studied from the aspects of time, solvent, base and dispersant. The molecular structures of benzylphenyl sulfide (2S), (4-tert-butylbenzyl)(4-methylphenyl) sulfide (4S), (4-methylbenzyl)(4-methylphenyl) sulfide (9S), di(4-methylphenyl) sulfide (11S), (3,5-dimethylphenyl)(4-methyl phenyl) sulfide (15S), and dibenzyl sulfide (19S) [22] have been determined by single-crystal X-ray crystallography. Compounds 2S and 15S crystallize in the monoclinic space group P21/c, with a = 12.278(3), b = 15.894(3), c = 5.6056(11) ?, β = 94.532(2)°, and Z = 4 for 2S, and a = 9.800(9), b = 7.950(7), c = 16.690(15) ?, β = 100.890(12)°, and Z = 4 for 15S. The unit cell of 4S has a triclinic Pī symmetry with the cell parameters a = 6.0436(10), b = 8.7871(14), c = 15.535(2) ?, α = 81.921(2)°, β = 81.977(2)°, γ = 80.889(2)°, and Z = 2. Compounds 9S and 11S both crystallize in the orthorhombic space group P212121, with a = 6.188(3), b = 8.041(4), c = 26.005(14) ?, and Z = 4 for 9S, and a = 5.835(2), b = 8.010(3), c = 25.131(9) ?, and Z = 4 for 11S. Graphic Abstract: Twenty-four aryl sulfide compounds with different substituents were synthesized and characterized, and the molecular structures of six different sulfide compounds have been determined by single-crystal X-ray crystallography.[Figure not available: see fulltext.]
Comparison of the reaction of benzylammonium N-methylides with that of benzylsulfonium S-methylides
Nishimura, Tomofumi,Zhang, Chen,Maeda, Yasuhiro,Shirai, Naohiro,Ikeda, Shin-ichi,Sato, Yoshiro
, p. 267 - 272 (2007/10/03)
Allylbenzylsulfonium S-methylides 8S and dibenzylsulfonium S-methylides 18S have been generated by the fluoride ion-induced desilylation of S- benzyl-S-[(trimethylsilyl)methyl](alk-2-enyl)sulfonium salts 4S and S- benzyl-S-[(trimethylsilyl)methyl](4-substituted benzyl)sulfonium salts 7S, and the isomerized products are compared with those of the corresponding N- methylides. S-Methylides 8S selectively rearrange toward the allyl groups (path a in Chart 2), whereas rearrangement to the benzyl groups (path b) competitively occurs in N-methylides 8N. Isomerization of S-methylides 18S to S-benzylides 19S and 20S competes with sigmatropic rearrangement to the benzyl groups (paths a and b in Chart 3), whereas the isomerization of N- methylides 18N is not observed.
