(2R)-1-tert-butyl-2-[(2R)-1-tert-butylphospholan-2-yl]phospholane

• ChemBase编号: 142110
• 分子式: C16H32P2
• 平均质量: 286.372802
• 单一同位素质量: 286.19792428
• SMILES: CC(C)(C)P1CCC[C@@H]1[C@H]1CCCP1C(C)(C)C
• Canonical SMILES: CC(P1CCC[C@@H]1[C@H]1CCCP1C(C)(C)C)(C)C
• InChI: InChI=1S/C16H32P2/c1-15(2,3)17-11-7-9-13(17)14-10-8-12-18(14)16(4,5)6/h13-14H,7-12H2,1-6H3/t13-,14-,17?,18?/m1/s1
• InChIKey: SJNUZTRUIDRSJK-JDPPGYRCSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-1-tert-butyl-2-[(2R)-1-tert-butylphospholan-2-yl]phospholane
• IUPAC传统名: (2R)-1-tert-butyl-2-[(2R)-1-tert-butylphospholan-2-yl]phospholane
• 别名: (1S,1S′,2R,2R′)-1,1′-二叔丁基-(2,2′)-二磷烷; (1S,1S′,2R,2R′)-1,1′-Di-tert-butyl-(2,2′)-diphospholane; (S,S′,R,R′)-TangPhos

登记号

• CAS号: 470480-32-1
• PubChem SID: 162236341; 24883788
• PubChem CID: 16717654

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 1.7824057
• LogD (pH = 7.4): 1.9463521
• Log P: 2.9672
• 摩尔折射率: 94.1238 cm^3
• 极化性: 34.19518 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 60-65 °C

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• Empirical Formula (Hill Notation): C16H32P2

详细说明

Sigma Aldrich - 650889

Application
在 α-脱氢氨基酸、α-芳基烯酰胺、6β-(酰胺基)丙烯酸酯、7衣康酸以及乙酸烯醇酯的铑催化氢化中具有高效性。8也能在不对称加氢甲酰化反应中提供出色的对映选择性。9
Chiral Quest Phosphine Ligands for Asymmetric HydrogenationCatalytic ligand used in:
• Preparation of α-borono-substituted alkylarenes by asymmetric hydroboration of styrenes catalyzed by copper(I)1
• Enantioselective synthesis of spiroindane di-Me acetic acid via hydrogenation of spiroindane di-Me acetic acid catalyzed by Ru(II)2
• Asymmetric γ-addition of thiols to allenoates3
• Rhodium-catalyzed intermolecular enantioselective hydroacylation of alkynes to give alpha- and beta-substituted unsaturated ketones by kinetic resolution4
• Stereoselective preparation of β-amino nitriles via rhodium-catalyzed asymmetric hydrogenation of amino acrylonitriles5
包装
100, 500 mg in glass bottle