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(S,S′,R,R′)-TangPhos

Catalog No. 650889 Name Sigma Aldrich
CAS Number 470480-32-1 Website http://www.sigmaaldrich.com
M. F. C16H32P2 Telephone 1-800-521-8956
M. W. 286.372802 Fax
Purity Email
Storage Chembase ID: 142110

SYNONYMS

IUPAC name
(2R)-1-tert-butyl-2-[(2R)-1-tert-butylphospholan-2-yl]phospholane
IUPAC Traditional name
(2R)-1-tert-butyl-2-[(2R)-1-tert-butylphospholan-2-yl]phospholane
Synonyms
(1S,1S′,2R,2R′)-1,1′-Di-tert-butyl-(2,2′)-diphospholane
(1S,1S′,2R,2R′)-1,1′-二叔丁基-(2,2′)-二磷烷

DATABASE IDS

PubChem SID 24883788
CAS Number 470480-32-1

PROPERTIES

Empirical Formula (Hill Notation) C16H32P2
Melting Point 60-65 °C
MSDS Link Download
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
German water hazard class 3

DETAILS

Description (English)
Application
Highly efficient in rhodium-catalyzed hydrogenation of α-dehyroamino acids and α-arylenamides,6 β-(acylamino)acrylates,7 itaconic acids, and enol acetates.8 Also gives outstanding enantioselectivities in asymmetric hydroformylation reactions.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
Packaging
100, 500 mg in glass bottle
Description (简体中文)
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

REFERENCES