Tellurium Tetrachloride as a Mild Deprotection Reagent for Acetals and Thioacetals-Reference-Cited by-同舟云学术

Tellurium Tetrachloride as a Mild Deprotection Reagent for Acetals and Thioacetals

Published:1992-04-01 Issue:1-4 Volume:67 Page:261-266
ISSN:1042-6507
Container-title:Phosphorus, Sulfur, and Silicon and the Related Elements
language:en
Short-container-title:Phosphorus, Sulfur, and Silicon and the Related Elements

Author:

Tani Hiroyuki¹,Inamasu Tokuo¹,Masumoto Kazunori¹,Tamura Rui²,Shimizu Hiroshi²,Suzuki Hitomi³

Affiliation:

1. a Advanced Instrumentation Center for Chemical Analysis, Ehime University , Matsuyama , 790 , Japan

2. b Department of Chemistry , Faculty of General Education, Ehime University , Matsuyama , 790 , Japan

3. c Department of Chemistry , Faculty of Science, Kyoto University , Kyoto , 606 , Japan

Publisher

Informa UK Limited

Subject

Inorganic Chemistry,Organic Chemistry,Biochemistry

Link

https://www.tandfonline.com/doi/pdf/10.1080/10426509208045846

Reference4 articles.

1. Tetra- and higher-valent (hypervalent) derivatives of selenium and tellurium

2. Tellurium tetrachloride as a mild and efficient catalyst for dithioacetalization

3. Ring Expansion Reaction of 1,3-Dithiolanes and 1,3-Oxathiolanes Using Tellurium Tetrachloride

4. All compounds 5a‐5d gave satisfactory elemental analyses, mass, infrared and NMR spectra. 5a: m.p. 148–149°C;1H NMR(CDCl3) δ=2.13(2H, quintet, J=6.1Hz), 3.71(4H, t, J=6.1Hz), 7.0–7.2(10H, m);13C NMR(CDCl3) δ=28.82, 32.21, 126.95, 127.56, 130.98, 131.27, 141.24; IR(KBr) 1520, 1475, 1435, 1400, 1290, 760, 745, 725, 690cm−1; MS(20eV) m/z(rel intensity) 284(M+; 100), 210(49), 178(46), 121(31), 106(41). 5b: oil;1H NMR(CDCl3) δ=2.29(2H, quintet, J=5.8Hz), 3.40(2H, s), 3.45(2H, t, J=7.0Hz), 3.47(2H, t, J=6.4Hz), 7.1–7.3(4H, m);13C NMR(CDCl3) δ=31.59, 32.20, 32.55, 117.77, 122.57, 124.29, 126.40, 131.55, 135.45, 140.75, 144.95; IR(NaCl) 2930, 1605, 1525, 1465, 1420, 1305, 1255, 760, 720cm−1; MS(20eV) m/z(rel intensity) 220(M+; 99), 187(13), 146(100), 115(19). 5c: m.p. 92–94°C;1H NMR(CDCl3) δ=2.39(2H, quintet, J=5.8Hz), 3.45(4H, t, J=5.8Hz), 7.4–7.5(4H, m), 7.66(2H, d, J=7.6Hz);13C NMR(CDCl3) δ=32.19, 33.30, 120.33, 126.55, 127.40, 127.65, 127.71, 132.35, 139.71; IR(KBr) 1490, 1440, 1425, 1290, 1190, 835, 780cm−1; MS(20eV) m/z(rel intensity) 256(M+; 100), 227(24), 184(50). 5d: m.p. 127–128°C;1H NMR(CDCl3) δ=0.6–2.1(46H, m), 2.73(1H, t, J=4.3Hz), 2.79(1H, t, J=4.3Hz), 3.69(2H, quintet, J=7.9Hz);13C NMR(CDCl3) δ=11.47, 11.93, 18.65, 21.01, 22.53, 22.78, 23.80, 24.16, 27.80, 27.95, 28.15, 30.74, 31.47, 31.48, 31.56, 35.23, 35.28, 35.73, 36.12, 38.91, 39.46, 39.81, 41.74, 42.39, 48.75, 53.51, 56.18, 56.29, 126.57, 127.20; IR(KBr) 2900, 2850, 1600, 1460, 1440, 1400, 1375, 1290cm−1; MS(20eV) m/z(rel intensity) 474(M+; 100)

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