2-<(phenyltelluro)methyl>tetrahydrofuran | 122823-50-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 2-<(phenyltelluro)methyl>tetrahydrofuran
• 英文别名: 2-<(phenyltelluro)methyl>tetrahydropyran；2-(phenyltelluromethyl)tetrahydro-2H-pyran；2-[(Phenyltellanyl)methyl]oxane；2-(phenyltellanylmethyl)oxane
• CAS: 122823-50-1
• 化学式: C₁₂H₁₆OTe
• 分子量: 303.858
• InChiKey: FDMVXJYNWVENEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.0
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  双(乙腈)氯化钯(II) 、 2-<(phenyltelluro)methyl>tetrahydrofuran 以 氯仿 为溶剂， 以84%的产率得到((R)-phenyl(((R)-tetrahydro-2H-pyran-2-yl)methyl)-l4-tellaneyl)((S)-phenyl(((R)-tetrahydro-2H-pyran-2-yl)methyl)-l4-tellaneyl)palladium(IV) chloride
  参考文献：
  名称：

  Hybrid (Te, O) ligands 2- (phenyltelluromethyl)tetrahydro-2H-pyran (L1) and 2-(2-{4-methoxyphenyl} telluorethyl)- 1,3-dioxane (L2), and their palladium(II) and platinum(II) complexes

  摘要：

  The nucleophilic reaction of in situ generated [ArTe-] with appropriate organic halides has been used to synthesize 2-(phenyltelluromethyl)-tetrahydro-2H-pyran (L-1) and 2-(2-{4-methoxyphenyl}telluorethyl-1,3-dioxane (L-2). Their complexes with stoichiometries [MCl2(L)(2)],[M(L)(2)](ClO4)(2), [M(DPPE)(L)(2)](ClO4)(2), [M(PPh3)(2)(L)(2)](ClO4)(2) and [M(phen)(L)(2)](ClO4)(2) [where M = Pd-II or Pt-II; L = L-1 or L-2, DPPE = 1,2-bis(diphenylphosphino)ethane], have been synthesized. Molecular weight, conductance measurements, IR, UV-visible, H-1, Te-125-{H-1} and P-31-{H-1} NMR spectra have been used to characterize L-1, L-2 and their complexes. Ligation of the two (Te,O) ligands, in all the complexes, except [M(L)(2)](ClO4)(2), is in the monodentate mode through tellurium only. [PtCl2(L)(2)]-type complexes exist in solution as a mixture of cis and trans isomers, the latter being present in very high abundance. The complexes [PdCl2(L)(2)] exhibit only one v(Pd-Cl) between 340 and 350 cm(-1), consistent with a trans structure. The (1)J(Pt-Te) values (658-704 Hz) in the Te-125 NMR spectra of [Pt(L)(2)](ClO4)(2) and [Pt(PPh3)(2)(L)(2)](ClO4)(2) correspond to trans structures, which are supported in the second type of complexes by (1)J(Pt-P) (ca 3000 Hz). The P-31 NMR spectral data indicate that the mixed ligand complexes of Pd-II and Pt-II containing PPh3 and DPPE are isostructural. The chelate shifts in the Te-125 NMR spectra have been found to be large and positive (113-127 ppm) when five-membered chelate rings are formed, but for six-membered chelation the shift is small and negative (-15 to 19 ppm). The quenching of O-1(2) by [Pd(phen)(L)(2)](ClO4)(2) has been observed. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0277-5387(96)00525-6
• 作为产物：
  描述：

  联苯二碲 以 乙腈 为溶剂， 反应 2.17h， 生成 2-<(phenyltelluro)methyl>tetrahydrofuran
  参考文献：
  名称：

  Novel preparation of highly electrophilic species for benzenetellurenylation or benzenesulfenylation by nitrobenzenesulfonyl peroxide in combination with ditelluride or disulfide. Application to intramolecular ring closures

  摘要：

  DOI：

  10.1021/jo00027a068

文献信息

• Organotelluriums. 19. Cyclofunctionalization of hydroxy olefins induced by arenetellurinyl acetate
  作者：Nan Xing Hu、Yoshio Aso、Tetsuo Otsubo、Fumio Ogura

  DOI：10.1021/jo00279a030

  日期：1989.9
• Novel preparation of highly electrophilic species for benzenetellurenylation or benzenesulfenylation by nitrobenzenesulfonyl peroxide in combination with ditelluride or disulfide. Application to intramolecular ring closures
  作者：Masato Yoshida、Takashi Suzuki、Nobumasa Kamigata

  DOI：10.1021/jo00027a068

  日期：1992.1
• Hybrid (Te, O) ligands 2- (phenyltelluromethyl)tetrahydro-2H-pyran (L1) and 2-(2-{4-methoxyphenyl} telluorethyl)- 1,3-dioxane (L2), and their palladium(II) and platinum(II) complexes
  作者：Raman Batheja、Ajai K. Singh

  DOI：10.1016/s0277-5387(96)00525-6

  日期：1997.1

  The nucleophilic reaction of in situ generated [ArTe-] with appropriate organic halides has been used to synthesize 2-(phenyltelluromethyl)-tetrahydro-2H-pyran (L-1) and 2-(2-4-methoxyphenyl}telluorethyl-1,3-dioxane (L-2). Their complexes with stoichiometries [MCl2(L)(2)],[M(L)(2)](ClO4)(2), [M(DPPE)(L)(2)](ClO4)(2), [M(PPh3)(2)(L)(2)](ClO4)(2) and [M(phen)(L)(2)](ClO4)(2) [where M = Pd-II or Pt-II; L = L-1 or L-2, DPPE = 1,2-bis(diphenylphosphino)ethane], have been synthesized. Molecular weight, conductance measurements, IR, UV-visible, H-1, Te-125-H-1} and P-31-H-1} NMR spectra have been used to characterize L-1, L-2 and their complexes. Ligation of the two (Te,O) ligands, in all the complexes, except [M(L)(2)](ClO4)(2), is in the monodentate mode through tellurium only. [PtCl2(L)(2)]-type complexes exist in solution as a mixture of cis and trans isomers, the latter being present in very high abundance. The complexes [PdCl2(L)(2)] exhibit only one v(Pd-Cl) between 340 and 350 cm(-1), consistent with a trans structure. The (1)J(Pt-Te) values (658-704 Hz) in the Te-125 NMR spectra of [Pt(L)(2)](ClO4)(2) and [Pt(PPh3)(2)(L)(2)](ClO4)(2) correspond to trans structures, which are supported in the second type of complexes by (1)J(Pt-P) (ca 3000 Hz). The P-31 NMR spectral data indicate that the mixed ligand complexes of Pd-II and Pt-II containing PPh3 and DPPE are isostructural. The chelate shifts in the Te-125 NMR spectra have been found to be large and positive (113-127 ppm) when five-membered chelate rings are formed, but for six-membered chelation the shift is small and negative (-15 to 19 ppm). The quenching of O-1(2) by [Pd(phen)(L)(2)](ClO4)(2) has been observed. (C) 1997 Elsevier Science Ltd.