Bis(2-hydroxyphenyl) telluride | 152943-38-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: Bis(2-hydroxyphenyl) telluride
• 英文别名: 2-(2-Hydroxyphenyl)tellanylphenol
• CAS: 152943-38-9
• 化学式: C₁₂H₁₀O₂Te
• 分子量: 313.81
• InChiKey: WADJMJKYCHKKTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.75
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-乙酰基-L-半胱氨酸 、 Bis(2-hydroxyphenyl) telluride 生成 N,N'-Diacetylcystin
  参考文献：
  名称：

  Engman Lars, Stern David, Pelcman Mikael, Andersson Carl M., J. Org. Chem, 59 (1994) N 8, S 1973-1979

  摘要：

  DOI：
• 作为产物：
  描述：

  2-溴苯酚 以56%的产率得到
  参考文献：
  名称：

  Engman Lars, Stern David, Pelcman Mikael, Andersson Carl M., J. Org. Chem, 59 (1994) N 8, S 1973-1979

  摘要：

  DOI：

文献信息

• Thiol Peroxidase Activity of Diorganyl Tellurides
  作者：Lars Engman、David Stern、Mikael Pelcman、Carl M. Andersson

  DOI：10.1021/jo00087a008

  日期：1994.4

  A number of diorganyl tellurides, including diaryl tellurides, diheteroaryl tellurides, and alkyl aryl and dialkyl tellurides, were found to catalyze the reaction of hydrogen peroxide with thiols. The thiol peroxidase- activity of the compounds was assessed by using a H-1 NMR method previously developed in our laboratories. In this assay, thiols (N-acetylcysteine, tert-butyl mercaptan, and 1-octyl mercaptan) were oxidized in the presence of hydrogen peroxide and catalyst (0.3 mol %) and the time required to reduce the thiol concentration with 50 %, t(50), determined, In a series of 4,4'-disubstituted (R = H,Me, OH, OMe, NH2, NMe(2), NHPh, CF3) diphenyl tellurides 5, the catalytic activity increased when mesomerically electron-donating substituents were present. Attempts to correlate the catalytic efficiency, expressed as log t(50)(-1), With Hammett sigma p(+)-values were successful in the 1-octyl mercaptan (r = 0.97; n = 8) and tert-butyl mercaptan (r = 0.92; n = 8) systems. In order to study the effect of coordinating, basic, acidic, or neutral substituents on catalyst efficiency, a series of 2,2'-disubstituted (R = CH2OH, CH(2)NMe(2), COOH, COOMe, OH, OMe, NH2) diphenyl tellurides: 6 were prepared and evaluated in the three thiol systems. As compared with their 4,4'-disubstituted counterparts, the 2,2'-disubstituted compounds were generally less active. The poor catalytic activity of bis(2,6-dimethylphenyl) telluride indicates the importance of steric factors. A two-step mechanism, involving H2O2-oxidation of the diorganyl telluride to a tellurium(IV) dihydroxide and reduction by thiol with disulfide formation, is proposed to account for the observed catalysis. The similar tao values obtained in the tert-butyl mercaptan and 1-octyl mercaptan systems seem to indicate that oxidation is rate-determining in the catalytic process. This view was also corroborated by the structure/ activity results obtained with the 4,4'-disubstituted diphenyl tellurides 5, 1H NMR experiments and results obtained using spoorer oxidant (tert-butyl hydroperoxide) in the standard 1-octyl mercaptan assay.
• Titanium Complexes Having Chelating Diaryloxo Ligands Bridged by Tellurium and Their Catalytic Behavior in the Polymerization of Ethylene
  作者：Yuushou Nakayama、Kouji Watanabe、Norikazu Ueyama、Akira Nakamura、Akira Harada、Jun Okuda

  DOI：10.1021/om990906h

  日期：2000.6.1

  A series of titanium complexes having tellurium-bridged chelating bis(aryloxo) ligands, [TiX22,2'-Te(4-R-6-R'-C6H2O)(2)}](2) (5b, X = Cl, R Me, R' = Bu-t; 6a, X = (OPr)-Pr-i, R = R' = H; 6b, X = (OPr)-Pr-i, R = Me, R' =Bu-t), were prepared. 5b and 6b were determined by X-ray crystallography to have chloro- and isopropoxo-bridged dimeric structures. The structural data for these complexes indicated that the Ti-Te coordination bonds were stronger than the similar Ti-S coordination bonds in the corresponding sulfur-bridged complexes. The reaction of (C5R5)TiCl3 (R = H, Me) with 2,2'-Te(4-R-6-RI-C6H2OLi)(2) gave monocyclopentadienyl derivatives, (C5R5)TiCl2,2'-Te(4-Me-6-Bu-t-C6H2O)(2)} (7, R = H; 8, R = Me). The monomeric four-legged piano-stool geometry of 8 was revealed by X-ray analysis. Upon addition of methylaluminoxane (MAO), these complexes catalyzed the polymerization of ethylene. The activities of the tellurium-bridged complexes were found to be significantly higher than those of the corresponding methylene-bridged complex.
• Engman Lars, Stern David, Pelcman Mikael, Andersson Carl M., J. Org. Chem, 59 (1994) N 8, S 1973-1979
  作者：Engman Lars, Stern David, Pelcman Mikael, Andersson Carl M.

  DOI：——

  日期：——
• Regenerable Radical-Trapping Tellurobistocopherol Antioxidants
  作者：Jia-fei Poon、Jiajie Yan、Vijay P. Singh、Paul J. Gates、Lars Engman

  DOI：10.1021/acs.joc.6b02450

  日期：2016.12.16

  Tellurobistocopherols 9-11 were prepared by lithiation of the corresponding bromotocopherols, reaction with tellurium tetrachloride and reductive workup. Compounds 9-11 quenched linoleic-acid-derived peroxyl radicals much more efficiently than alpha-tocopherol in a chlorobenzene/water two-phase system. N-Acetylcysteine or tris(2-carboxylethyl)phosphine as co-antioxidants in the aqueous phase could regenerate the tellurobistocopherols and increase their inhibition times. Antioxidant 11 inhibited peroxidation for 7-fold longer than that recorded with alpha-tocopherol. Thiol consumption in the aqueous phase was monitored and found to be inversely related to the inhibition time.