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J-GLOBAL ID：201702258937466879   Reference number：17A0918457

Thermally Stable Monosubstituted Thiophene 1-Oxide and 1-Imides Stabilized by a Bulky Rind Group at Their 3-Position: Synthesis, Structure, and Inversion Barriers on the Sulfur Atom

それらの3-位でかさ高い縮環型立体保護基によって安定する熱的に安定した一置換チオフェン1-オキシドおよび1-イミド:合成,構造および硫黄原子上の反転障害

Author (10)： Otani Takashi (Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University) ,  Otani Takashi (Functional Elemento-Organic Chemistry Unit, RIKEN Advanced Science Institute) ,  Otani Takashi (Course of Chemical Engineering, National Institute of Technology, Anan College) ,  Miyoshi Mayu (Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University) ,  Shibata Takanori (Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University) ,  Matsuo Tsukasa (Functional Elemento-Organic Chemistry Unit, RIKEN Advanced Science Institute) ,  Matsuo Tsukasa (Department of Applied Chemistry, Faculty of Science and Engineering, Kindai University) ,  Hashizume Daisuke (Materials Characterization Support Unit, RIKEN Center for Emergent Matter Science) ,  Tamao Kohei (Functional Elemento-Organic Chemistry Unit, RIKEN Advanced Science Institute) ,  Tamao Kohei (RIKEN Global Research Cluster)
Material： Bulletin of the Chemical Society of Japan  (Bull Chem Soc Jpn)
Volume： 90  Issue： 6  Page： 697-705(J-STAGE)  Publication year： 2017 
JST Material Number： G0450A  ISSN： 0009-2673  CODEN： BCSJA8  Document type： Article
Article type： 原著論文  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： group(radical) ,  *crystal structure ,  internuclear distance ,  angle ,  ORTEP diagram ,  *sulfur heterocyclic compound ,  13C NMR ,  reversal ,  Gibbs free energy ,  proton magnetic resonance
Semi thesaurus term： 1H-NMR ,  C13NMR ,  *X-ray structure ,  *Thiophenes ,  bond length ,  Fused stereoscopic protecting group

JST classification (2)： Thiophenes  (CF07074D) ,  Experimental research on molecular structure and properties  (CB01020I)

Substance index (15)： 1,1,7,7-Tetraethyl-1,2,3,5,6,7-hexahydro-3,3,5,5-tetramethyl-s-indacene ,  3,3′′′-Bis(1,1,7,7-tetraethyl-1,2,3,5,6,7-hexahydro-3,3,5,5-tetramethyl-s-indacene-4-yl)-2,2′:5′,2′′:5′′,2′′′-quaterthiophene ,  3,3′′′,4′′′′,3′′′′′′′-Tetrakis(1,1,7,7-tetraethyl-1,2,3,5,6,7-hexahydro-3,3,5,5-tetramethyl-s-indacene-4-yl)-2,2′:5′,2′′:5′′,2′′′:5′′′,2′′′′:5′′′′,2′′′′′:5′′′′′,2′′′′′′:5′′′′′′,2′′′′′′′-octithiophene ,  2,5′′′′′-Bis[3′′-(1,1,7,7-tetraethyl-1,2,3,5,6,7-hexahydro-3,3,5,5-tetramethyl-s-indacene-4-yl)-5,2′:5′,2′′-terthiophene-2-yl]-3,4′,3′′′′,4′′′′′-tetrakis(1,1,7,7-tetraethyl-1,2,3,5,6,7-hexahydro-3,3,5,5-tetramethyl-s-indacene-4-yl)-5,2′:5′,2′′:5′′,2′′′:5′′′,2′′′′:5′′′′,2′′′′′-sexithiophene ,  3-(1,1,7,7-Tetraethyl-1,2,3,5,6,7-hexahydro-3,3,5,5-tetramethyl-s-indacene-4-yl)thiophene 1-oxide ,  1-(Tosylimino)-3-(1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-1,2,3,5,6,7-hexahydro-s-indacene-4-yl)-1-thia(IV)-2,4-cyclopentadiene ,  3-(1,1,7,7-Tetraethyl-1,2,3,5,6,7-hexahydro-3,3,5,5-tetramethyl-s-indacene-4-yl)-N-(methylsulfonyl)-1-thia(IV)thiophene-1-imine ,  3-(1,1,7,7-Tetraethyl-1,2,3,5,6,7-hexahydro-3,3,5,5-tetramethyl-s-indacene-4-yl)-N-(ethoxycarbonyl)-1-thia(IV)thiophene-1-imine ,  3-(1,1,7,7-Tetraethyl-1,2,3,5,6,7-hexahydro-3,3,5,5-tetramethyl-s-indacene-4-yl)-N-(tert-butoxycarbonyl)-1-thia(IV)thiophene-1-imine ,  3-(1,1,7,7-Tetraethyl-1,2,3,5,6,7-hexahydro-3,3,5,5-tetramethyl-s-indacene-4-yl)-N-(trifluoroacetyl)-1-thia(IV)thiophene-1-imine ,  [3-(1,1,7,7-Tetraethyl-1,2,3,5,6,7-hexahydro-3,3,5,5-tetramethyl-s-indacene-4-yl)thiophene-1-ium]-1-ylbis(methoxycarbonyl)methylium ,  3-Bromo-2,4,5-trichloro-N-(p-menthylcarbonyl)-1-thia(IV)thiophene-1-imine ,  (2-Benzylthiophene-1-ium)-1-ylbis(methoxycarbonyl)methylium ,  (2-Benzylthiophene-1-ium)-1-ylbis(tert-butoxycarbonyl)methylium ,  (2,5-Dichlorothiophene-1-ium)-1-ylbis(methoxycarbonyl)methylium

Reference (90)：

• 1) For general reviews of thiophene 1-oxides: a) J. Nakayama, Y. Sugihara, Sulfur Rep. 1997, 19, 349.
• 1) b) J. Nakayama, Sulf. Rep. 2000, 22, 123.
• 1) c) T. Thiemann, K. G. Dongol, J. Chem Res. (S) 2002, 303.
• 2) a) Y. Li, T. Thiemann, K. Mimura, T. Sawada, S. Mataka, M. Tashiro, Eur. J. Org. Chem. 1998, 1841.
• 2) b) J. Nakayama, Y. Tajima, P. Xue-hua, Y. Sugihara, J. Am. Chem. Soc. 2007, 129, 7250.

Terms in the title (8)： かさ ,  縮環型立体保護基 ,  置換 ,  チオフェン1-オキシド ,  イミド ,  硫黄原子 ,  反転 ,  障害