title: Sulfur-substituted tetrahedranes.
abstract: The stable sulfur-substituted tetrahedrane derivatives 2-4 were synthesized by the reaction of tris(trimethylsilyl)tetrahedranyllithium 1 with diphenyl disulfide, bis(4-nitrophenyl) disulfide, and bis(2,4-dinitrophenyl) disulfide, respectively, and characterized by both NMR spectroscopy and X-ray crystallography. Phenylsulfonyltetrahedrane 5 was prepared by the reaction of 2 and m-chloroperbenzoic acid. The UV-vis absorption spectra of 2-4 suggested an interaction of the σ orbital of the tetrahedrane core and the lone-pair electrons on the sulfur atom, whereas no interaction for 5 was found. Thermal reactions of 2 and 5 are also reported; 2 underwent fragmentation into two acetylene molecules, whereas 5 gave the corresponding cyclobutadiene.
authors: Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, Tsukuba, Ibaraki 305-8571, Japan.
authors: Tatsumi
authors: T
authors: Ochiai
authors: Masaaki
authors: M
authors: Nakamoto
authors: Yusuke
authors: Y
authors: Inagaki
authors: Akira
authors: A
authors: Sekiguchi
mesh_terms: D018360:Crystallography, X-Ray; D004220:Disulfides / Q000737:chemistry*; D008094:Lithium / Q000737:chemistry; D008958:Models, Molecular; D009942:Organometallic Compounds / Q000737:chemistry; D011789:Quantum Theory; D014297:Trimethylsilyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D004220:Disulfides; D009942:Organometallic Compounds; D014297:Trimethylsilyl Compounds; D008094:Lithium