(4S,9S)-14,16,22,24-tetra-tert-butyl-19-chloro-18,20-dioxa-3,10-diaza-19-manganatetracyclo[19.4.0.04,9.012,17]pentacosa-1(21),2,10,12,14,16,22,24-octaene

• ChemBase编号: 127927
• 分子式: C36H52ClMnN2O2
• 平均质量: 635.201329
• 单一同位素质量: 634.30977669
• SMILES: CC(C)(C)c1cc2/C=N\[C@H]3CCCC[C@@H]3/N=C\c3cc(cc(c3O[Mn](Cl)Oc2c(c1)C(C)(C)C)C(C)(C)C)C(C)(C)C
• Canonical SMILES: Cl[Mn]1Oc2c(/C=N\[C@@H]3[C@@H](/N=C\c4c(O1)c(cc(c4)C(C)(C)C)C(C)(C)C)CCCC3)cc(cc2C(C)(C)C)C(C)(C)C
• InChI: InChI=1S/C36H54N2O2.ClH.Mn/c1-33(2,3)25-17-23(31(39)27(19-25)35(7,8)9)21-37-29-15-13-14-16-30(29)38-22-24-18-26(34(4,5)6)20-28(32(24)40)36(10,11)12;;/h17-22,29-30,39-40H,13-16H2,1-12H3;1H;/q;;+3/p-3/t29-,30-;;/m0../s1
• InChIKey: LJVAWOSDJSQANR-ARDORAJISA-K

名称和登记号

名称

• IUPAC标准名: (4S,9S)-14,16,22,24-tetra-tert-butyl-19-chloro-18,20-dioxa-3,10-diaza-19-manganatetracyclo[19.4.0.0^4,^9.0^1^2,^1^7]pentacosa-1(21),2,10,12,14,16,22,24-octaene
• IUPAC传统名: (4S,9S)-14,16,22,24-tetra-tert-butyl-19-chloro-18,20-dioxa-3,10-diaza-19-manganatetracyclo[19.4.0.0^4,^9.0^1^2,^1^7]pentacosa-1(21),2,10,12,14,16,22,24-octaene
• 别名: (S,S)-(+)-N,N′-双(3,5-二-叔丁基亚水杨基)-1,2-环己二胺氯化锰(III); (S,S)-Jacobsen 催化剂; (S,S)-Jacobsen’s catalyst; (S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride; Jacobsen's catalyst

登记号

• CAS号: 149656-63-3; 135620-04-1
• MDL号: MFCD02101663
• PubChem SID: 24865247
• Chemspider ID: 21171274
• 维基百科标题: Jacobsen's_catalyst

理论计算性质

• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): 10.985141
• LogD (pH = 7.4): 11.40012
• Log P: 11.4087
• 摩尔折射率: 175.6389 cm^3
• 极化性: 70.25387 Å^3
• 极化表面积: 43.18 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: brown solid
• 熔点: 330-332 °C; 330-332 °C(lit.)

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥96.0% (CHN)
• 级别: purum
• 线性分子式: [[[(CH3)3C]2C6H2-2-(O-)CH=N]2C6H10]MnCl

详细说明

Sigma Aldrich - 404454

Application
非官能化烯烃类的 Salen (Mn)-催化不对称环氧化反应。6,7,8,9获得各种底物6（特别是顺式-烯烃）的高对映立体选择性和产量。一些用途包括合成紫杉醇侧链10和顺式-1-氨基-2-茚醇。11,12Jacobsen 催化剂还用于硅烯醇醚的不对称 α-羟基化。13用于各种烯烃不对称环氧化反应的催化剂。13,14
Reactant involved in:
• Studies of intercalative binding with ct-DNA and radical scavenging antioxidant activity1
• Immobilization on phenoxy-modified zirconium poly(styrenephenylvinylphosphonate)2
• Synthesis of derivatvies for studies of conformational models of enantioselective reactions3Catalyst involved in:
• Asymmetric epoxidation of olefins4
• Immobilization on ionic liquid modified mesoporous silica for oxidative kinetic resolution of racemic secondary alcohols†
• Immobilization on diamine modified zirconium olig-styrenyl phosphonate hydrogen phosphate for epoxidation of styrene5
包装
1, 5, 25 g in glass bottle
Legal Information
经 Shasun Chemicals and Drugs Limited 授权，使用 Jacobsen HKR 技术制造。

Sigma Aldrich - 14717

Application
Reactant involved in:
• Studies of intercalative binding with ct-DNA and radical scavenging antioxidant activity1
• Immobilization on phenoxy-modified zirconium poly(styrenephenylvinylphosphonate)2
• Synthesis of derivatvies for studies of conformational models of enantioselective reactions3Catalyst involved in:
• Asymmetric epoxidation of olefins4
• Immobilization on ionic liquid modified mesoporous silica for oxidative kinetic resolution of racemic secondary alcohols†
• Immobilization on diamine modified zirconium olig-styrenyl phosphonate hydrogen phosphate for epoxidation of styrene5