4,4-dibenzyl-2-methylpyrrolidine | 1219938-68-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4,4-dibenzyl-2-methylpyrrolidine
• 英文别名: 4,4-Dibenzyl-2-methylpyrrolidine
• CAS: 1219938-68-7
• 化学式: C₁₉H₂₃N
• 分子量: 265.398
• InChiKey: DABRBKNNCJGYLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,2-dibenzylpent-4-en-1-amine 在 N,N'-diphenylsulfamide 作用下， 以 正己烷 为溶剂， 反应 2.0h， 以97%的产率得到4,4-dibenzyl-2-methylpyrrolidine
  参考文献：
  名称：

  具有磺酰胺配体的双核钛配合物作为加氢氨基烷基化和加氢氨基化反应的预催化剂

  摘要：

  以N,N'-二苯基磺酰胺和Ti(NMe2)4为原料合成了一种新型双核钛磺酰胺络合物，用作烯烃分子间加氢氨基烷基化和烯烃分子内加氢氨基化的预催化剂。

  DOI：

  10.1055/s-0031-1290436

文献信息

• Bis(η⁵:η¹-pentafulvene)titanium Complexes: Catalysts for Intramolecular Alkene Hydroamination and Reagents for Selective Reactions with N−H Acidic Substrates
  作者：Thomas Janssen、René Severin、Mira Diekmann、Marion Friedemann、Detlev Haase、Wolfgang Saak、Sven Doye、Rüdiger Beckhaus

  DOI：10.1021/om100056q

  日期：2010.4.12

  Intramolecular catalytic hydroamination reactions of geminally disubstituted amino alkenes employing the bulky substituted bis(eta(5):eta(1)-pentafulvene)titanium complexes 1a and 1b and the corresponding benzannelated derivative 2 as catalysts are presented. While all three complexes are competent hydroamination catalysts, best results are achieved with the bis(benzofulvene) derivative 2. In addition, a series of Ti-N-containing compounds became available by stoichiometric reactions of 1 with N-H acidic substrates. In such a way, using aniline derivates (H2N-Ar, Ar: p-tolyl, 1-naphthyl) the bisamides (eta(5)-C5H4-CHR2)(2)Ti(NHAr)(2) (CHR2: adamantyl, Ar: p-tolyl 5a; R: p-tolyl, Ar: p-tolyl 5b; R: p-tolyl, Ar: 1-naphthyl 5c; CHR2: adamantyl, Ar: 1-naphthyl 5d) are prepared in high yields under mild conditions. In contrast to this, the employment of the catalytically relevant amine H2NCH2C(Ph)(2)CH2CH=CH2 (3a) in a reaction with (eta(5):eta(1)-C5H4=CR2)(2)Ti (CR2: adamantylidene, 1a) leads to the titanium monoamide (eta(5):eta(1)-C5H4=CR2)(eta(5)-C5H4-CHR2)Ti(NHCH2-C(Ph)(2)CH2CH=CH2) (6), characterized by X-ray diffraction. In reaction of 1a and 1b with benzophenone imine the titanocene bis(enamides) (eta(5)-C5H4-CHR2)(2)Ti(N=CPR2)(2) 7a and 7b are formed. Titanium nitrogen double bonds are formed by treatment of 1a with 1,1-diphenylhydrazine. In that manner the hydrazido titanocene (eta(5)-C5H4-CHR2)(2)Ti=N-N(Ph)2(CHR2:adamantyl) was structurally characterized as the pyridine adduct 9. Three different Ti-N bonds are formed in one step by reaction of (eta(5):eta(1)-C5H4=CR2)(2)Ti (R: p-tolyl, 1b) with 1,1-diphenylhydrazine and pyridine (py), leading to (eta(5)-C5H4-CHR2)Ti(=N-NPh2)(-N-NPh2)py 10b (dative Ti-N bond: Ti-py 2.211(2) angstrom', single Ti-N bond: Ti-NNPh2- 1.968(2) angstrom', double Ti-N bond: Ti-NNPh22- 1.738(1) angstrom'). The formation of 10b is accompanied by the liberation of one C5H5CHR2 ligand. Generally, the bis(eta(5):eta(1)-pentafulvene)titanium complexes 1 and 2 are valuable catalysts in hydroamination reactions and reagents in order to prepare Ti-N-containing metallocene-type derivatives.
• Dinuclear Titanium Complexes with Sulfamide Ligands as Precatalysts for Hydroaminoalkylation and Hydroamination Reactions
  作者：Sven Doye、Daniel Jaspers、Wolfgang Saak

  DOI：10.1055/s-0031-1290436

  日期：2012.9

  A new dinuclear titanium sulfamide complex was synthesized from N,N′-diphenylsulfamide and Ti(NMe2)4 and used as a precatalyst for the intermolecular hydroaminoalkylation of alkenes as well as the intramolecular hydroamination of alkenes.

  以N,N'-二苯基磺酰胺和Ti(NMe2)4为原料合成了一种新型双核钛磺酰胺络合物，用作烯烃分子间加氢氨基烷基化和烯烃分子内加氢氨基化的预催化剂。