N-(4'-isopropylbenzylidene)-1,1-diphenylmethylamine | 840500-43-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4'-isopropylbenzylidene)-1,1-diphenylmethylamine
• 英文别名: N-[4-(1-methylethyl)benzylidene]diphenylmethanamine；N-benzhydryl-1-(4-propan-2-ylphenyl)methanimine
• CAS: 840500-43-8
• 化学式: C₂₃H₂₃N
• 分子量: 313.442
• InChiKey: IXVFTEIHMJZFKT-UHFFFAOYSA-N

物化性质

• 沸点：
  428.1±44.0 °C(Predicted)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(4'-isopropylbenzylidene)-1,1-diphenylmethylamine 在 盐酸 作用下， 反应 8.0h， 生成 1-amino-4'-isopropylbenzylphosphonic acid
  参考文献：
  名称：

  1-AMINO-1-ARYL- AND 1-AMINO-1-HETEROARYL-METHANEPHOSPHONIC ACIDS AND THEIRN-BENZHYDRYL–PROTECTED DIETHYL ESTERS: PREPARATION AND CHARACTERIZATION

  摘要：

  N-Benzhydryl-protected diethyl esters of 1-amino-1-aryl- (phenyl, cumyl, p-dimethylaminophenyl, piperonyl, 1'-naphthyl, 9'-anthryl, T-pyrenyl) and 1-ainino-1-heteroaryl- (furyl, 2'-thienyl, X-thienyl, 2'-pyrrolyl)-methanephosphonic acids, prepared by the addition of diethyl phosphite to the corresponding benzhydryl imines, have been isolated, purified, and characterized. The presence of chiral alpha-carbon and prochiral phosphorus in these esters gives rise to complicated features in their NMR spectra, which are discussed. Hydrolysis of the crude 1-aryl compounds in situ gave modest yields of the corresponding aminophosphonic acids (except for 1'-pyrenyl). Of the 1-heteroaryl derivatives, only the 2'-thienyl compound gave the expected aminophosphonic acid; in other cases, alternative modes of decomposition may occur under hydrolytic conditions. NMR and mass spectral data are given for all products.

  DOI：

  10.1080/10426500490466274
• 作为产物：
  描述：

  二苯甲胺盐酸盐 、 4-异丙基苯甲醛 在 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以52.8%的产率得到N-(4'-isopropylbenzylidene)-1,1-diphenylmethylamine
  参考文献：
  名称：

  1-AMINO-1-ARYL- AND 1-AMINO-1-HETEROARYL-METHANEPHOSPHONIC ACIDS AND THEIRN-BENZHYDRYL–PROTECTED DIETHYL ESTERS: PREPARATION AND CHARACTERIZATION

  摘要：

  N-Benzhydryl-protected diethyl esters of 1-amino-1-aryl- (phenyl, cumyl, p-dimethylaminophenyl, piperonyl, 1'-naphthyl, 9'-anthryl, T-pyrenyl) and 1-ainino-1-heteroaryl- (furyl, 2'-thienyl, X-thienyl, 2'-pyrrolyl)-methanephosphonic acids, prepared by the addition of diethyl phosphite to the corresponding benzhydryl imines, have been isolated, purified, and characterized. The presence of chiral alpha-carbon and prochiral phosphorus in these esters gives rise to complicated features in their NMR spectra, which are discussed. Hydrolysis of the crude 1-aryl compounds in situ gave modest yields of the corresponding aminophosphonic acids (except for 1'-pyrenyl). Of the 1-heteroaryl derivatives, only the 2'-thienyl compound gave the expected aminophosphonic acid; in other cases, alternative modes of decomposition may occur under hydrolytic conditions. NMR and mass spectral data are given for all products.

  DOI：

  10.1080/10426500490466274

文献信息

• Highly Enantioselective Ruthenium/PNNP-Catalyzed Imine Aziridination: Evidence of Carbene Transfer from a Diazoester Complex
  作者：Joël Egloff、Marco Ranocchiari、Amata Schira、Christoph Schotes、Antonio Mezzetti

  DOI：10.1021/om400735p

  日期：2013.8.26

  asymmetric aziridination. Aziridine yields were overall moderate to low (up to 33% isolated yield of the cis isomer) because of the competitive formation of diethyl maleate (7). The scope of the catalyst was studied with p- and m-substituted imines. NMR spectroscopic studies with 13C- and 15N-labeled EDA indicate that aziridine 6a is formed by carbene transfer from an EDA complex, [RuCl(EDA)(PNNP)]PF6

  钌/ PNNP络合物将[RuCl（ET 2 O）（PNNP）] Y（Y = PF 6，4 PF 6 ; BF 4，4 BF 4 ;或的SbF 6，4的SbF 6）（10摩尔％）催化的对映选择性用重氮乙酸乙酯（EDA）作为卡宾源（PNNP =（1 S，2 S）-N，N'-双[邻-（二苯基膦基）亚苄基]环己烷-1,2-二胺）亚胺叠氮化。与得到最高的对映体选择性4的SbF 6，其aziridinated Ñ-亚苄基-1,1-二苯基甲胺（图5a），以顺式-乙基1-二苯甲基-3- phenylaziridine -2-羧酸乙酯（顺式- 6A）与93％的ee值在0℃下。据我们所知，这是过渡金属催化的不对称叠氮化中有史以来最高的对映选择性。由于马来酸二乙酯的竞争性形成，氮丙啶的总收率总体中等至低（顺式异构体的分离收率高达33％）（7）。催化剂的范围进行了研究与p -和中号取代亚胺。用13 C和15 N标