1-(2-methylsulfanylphenyl)-N-(2-phenylselanylethyl)methanimine | 1232288-93-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-(2-methylsulfanylphenyl)-N-(2-phenylselanylethyl)methanimine
• CAS: 1232288-93-5
• 化学式: C₁₆H₁₇NSSe
• 分子量: 334.344
• InChiKey: OEBPCFPIQWPGLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.28
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  37.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-methylsulfanylphenyl)-N-(2-phenylselanylethyl)methanimine 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 以88%的产率得到N-[(2-methylsulfanylphenyl)methyl]-2-phenylselanylethanamine
  参考文献：
  名称：

  苯和三齿（S，N，E）型配体（E = S，Se，Te）设计的酮的转移加氢和钌与半夹心钌配合物的催化氧化（II）

  摘要：

  组合物的复合物FAC - [（η 6 -C 6 H ^ 6）的Ru（大号）] [PF 6 ] [X]（1 - 6 ; X = PF 6或Cl），通过反应形成2- MESC 6 ħ 4 = NCH 2 CH 2 E-C 6 H ^ 4 -4-R（L1 - L3）和2- MESC 6 ħ 4 CH 2 -NHCH 2 CH 2 E-C 6 H ^ 4 -4-R（L4 - L6）（其中，E = S或Se，R = H; E =碲，R = OME）与[{（η 6 -C 6 H ^ 6）的RuCl（μ-Cl）的} 2 ]和NH 4 PF 6，已经其特征在于1 H，13 C { 1 H}，77 Se { 1 H}和125 Te { 1 H} NMR光谱法和X射线晶体学。Ru-Se和Ru-Te键长分别在2.4837（14）-2.4848（14）和2.6234（6）-2.6333（7）Å范围内。配合物1 -

  DOI：

  10.1021/om100807b
• 作为产物：
  描述：

  邻甲硫基苯甲醛 、 苯基-2-氨基乙基硒醚 以 甲醇 为溶剂， 反应 24.0h， 以90%的产率得到1-(2-methylsulfanylphenyl)-N-(2-phenylselanylethyl)methanimine
  参考文献：
  名称：

  苯和三齿（S，N，E）型配体（E = S，Se，Te）设计的酮的转移加氢和钌与半夹心钌配合物的催化氧化（II）

  摘要：

  组合物的复合物FAC - [（η 6 -C 6 H ^ 6）的Ru（大号）] [PF 6 ] [X]（1 - 6 ; X = PF 6或Cl），通过反应形成2- MESC 6 ħ 4 = NCH 2 CH 2 E-C 6 H ^ 4 -4-R（L1 - L3）和2- MESC 6 ħ 4 CH 2 -NHCH 2 CH 2 E-C 6 H ^ 4 -4-R（L4 - L6）（其中，E = S或Se，R = H; E =碲，R = OME）与[{（η 6 -C 6 H ^ 6）的RuCl（μ-Cl）的} 2 ]和NH 4 PF 6，已经其特征在于1 H，13 C { 1 H}，77 Se { 1 H}和125 Te { 1 H} NMR光谱法和X射线晶体学。Ru-Se和Ru-Te键长分别在2.4837（14）-2.4848（14）和2.6234（6）-2.6333（7）Å范围内。配合物1 -

  DOI：

  10.1021/om100807b

文献信息

• Chalcogenated Schiff bases: Complexation with palladium(II) and Suzuki coupling reactions
  作者：PRADHUMN SINGH、G K RAO、MOHD SALMAN KARIM、AJAI K SINGH

  DOI：10.1007/s12039-012-0323-4

  日期：2012.11

  appear to be reactive (noticed for the first time) for making >C=N bond, of course one at a time only. The 1H, 13C1H}, 77Se1H} and 125Te1H} NMR spectroscopy have been used to establish the co-existence of two products, which were found in the ratio 53:47 (E = S), 55:45 (E = Se) and 81:19 (E = Te). The larger amount is of the one in which C=O group away from NH is derivatized. The two products are not

  合成了5-氯异丁香（L1 - L3），2-（甲硫基）苯甲醛（L4），2-乙酰基吡啶（L5）和苯甲醛（L6 - L7）的硫属Schiff碱。5-氯异丁二烯基的两个羰基似乎都具有反应性（首次注意到），以形成> C = N键，当然一次只能形成一个。的1 H，13 C 1 1个H}，77硒 1个H}和125碲 11 H NMR光谱已被用于建立两种产物的共存，发现它们的比率为53∶47（E ＝ S），55∶45（E ＝ Se）和81∶19（E ＝ Te）。较大的量是其中衍生自NH的C = O基团的量。两种产品不可分离。钯络合物（1 - 4）的其他三个醛的席夫碱合成。通过多核NMR光谱对配体以及配合物进行表征。解析了[Pd（L4 / L5）Cl] [ClO 4 ]（1/2）的晶体结构。1和2的Pd-Se键长分别为2.4172（17）和2.3675（4）Å 。钯络合物（3–4）研究了L6 – L7
• Ligand concentration and reaction time controlled successive substitution of chloro and η6-benzene of di-μ-chlorobis{η6-benzene)dichlororuthenium(II)} with selenated Schiff base: Formation of half sandwich Ru(II) complex highly active catalyst for oxidation of alcohols
  作者：Pradhumn Singh、Dipanwita Das、Monika Singh、Ajai K. Singh

  DOI：10.1016/j.inoche.2009.11.011

  日期：2010.2

  Schiff base (L) synthesized by reacting 2-methylthiobenzeldehyde with 2-(phenylseleno)ethylamine on reaction with di-mu-chlorobiseta(6)-benzene)dichloro-ruthenium(II)}(a) forms two type of species: (i) [Ru(L)(2)][PF6](2) (1) [L:a = 4:1 and reaction time similar to 8 h] and (ii) [Ru(eta(6)-C6H6)(L)][PF6](2) (2) [L:a = 2:1 and reaction time similar to 1 h]. This is first example in which chloro as well benzene ring both are successively substituted by controlling metal:ligand ratio and duration of reaction. The geometry around Ru in complex 1 is distorted octahedral. The 2 has a pseudo-octahedral half sandwich "piano-stool" disposition of ligands around Ru. The Ru-Se distances are 2.4683(10)-2.5082(7) angstrom. The proton and carbon-13 NMR spectra of L and its both complexes I and 2 authenticate them. The 2 shows high catalytic activity for oxidation of primary and secondary alcohols both (TON upto 9.6 x 10(4); TOF upto 4.80 x 10(4) h(-1)). (C) 2009 Elsevier B.V. All rights reserved.
• Palladium(II) complexes of tridentate chalcogenated Schiff bases and related ligands of (S, N, S/Se/Te) type: Synthesis and structural chemistry
  作者：Pradhumn Singh、Ajai K. Singh

  DOI：10.1016/j.ica.2012.01.007

  日期：2012.5

  The reactions in CH3CN between PdCl2 and Schiff base ligands, 2-MeSC6H4-CH=NCH2CH2E-C6H4-4-R (L1-L3) (E = S or Se, R = H; E = Te, R = OCH3) and their reduced derivatives 2-MeSC6H4CH2-NHCH2CH2E-C6H4-4-R (L4-L6) followed by treatment with AgPF6 or AgClO4 have resulted in complexes [PdCl(L)][ X] (1-6; L = L1-L6; X = PF6 or ClO4) which have been characterized by IR, H-1, C-13H-1}, Se-77H-1} and Te-125H-1} NMR spectroscopy. Single crystal structures of complexes 1-6 reveal nearly square planar geometry around palladium in all of them (Pd-Se = 2.4045(16)-2.4065(6) angstrom; Pd-Te = 2.5052(9)-2.5307(13) angstrom). The various non-covalent interactions in the crystals result in the formation of chains, rings and caging of anions between cations. (C) 2012 Elsevier B.V. All rights reserved.
• Transfer Hydrogenation of Ketones and Catalytic Oxidation of Alcohols with Half-Sandwich Complexes of Ruthenium(II) Designed Using Benzene and Tridentate (S, N, E) Type Ligands (E = S, Se, Te)
  作者：Pradhumn Singh、Ajai K. Singh

  DOI：10.1021/om100807b

  日期：2010.12.13

  and 2.6234(6)−2.6333(7) Å, respectively. Complexes 1−6 have been found to be efficient catalysts for catalytic oxidation of alcohols with N-methylmorpholine-N-oxide, tBuOOH, NaOCl, and NaIO4 and transfer hydrogenation reaction of ketones with 2-propanol. The TON values are up to 9.9 × 104 and 9.8 × 104 for two catalytic processes, respectively. The oxidation probably involves the formation of intermediate

  组合物的复合物FAC - [（η 6 -C 6 H ^ 6）的Ru（大号）] [PF 6 ] [X]（1 - 6 ; X = PF 6或Cl），通过反应形成2- MESC 6 ħ 4 = NCH 2 CH 2 E-C 6 H ^ 4 -4-R（L1 - L3）和2- MESC 6 ħ 4 CH 2 -NHCH 2 CH 2 E-C 6 H ^ 4 -4-R（L4 - L6）（其中，E = S或Se，R = H; E =碲，R = OME）与[（η 6 -C 6 H ^ 6）的RuCl（μ-Cl）的} 2 ]和NH 4 PF 6，已经其特征在于1 H，13 C 1 H}，77 Se 1 H}和125 Te 1 H} NMR光谱法和X射线晶体学。Ru-Se和Ru-Te键长分别在2.4837（14）-2.4848（14）和2.6234（6）-2.6333（7）Å范围内。配合物1 -