1055888-89-5

  • Product NameDi-t-butyl(3-sulfonatopropyl)phosphine, min. 98%
  • Purity99%
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Product Details

Quick Details

  • CasNo: 1055888-89-5
  • Purity: 99%

1055888-89-5 Properties

  • Molecular Formula:(C4H9)2PCH2 CH2CH2SO3H
  • Molecular Weight:268.357
  • PKA:1.79±0.50(Predicted) 
  • PSA:76.34000 
  • LogP:4.42400 

1055888-89-5 Usage

Uses

Air stable, water soluble phosphine ligand used in palladium catalyzed cross-coupling reactions

1055888-89-5 Relevant articles

Anthracene-Bodipy dyads as fluorescent sensors for biocatalytic diels alder reactions

Nierth, Alexander,Kobitski, Andrei Yu,Ulrich Nienhaus,Jaeschke, Andres

, p. 2646 - 2654 (2010)

Fluorescence spectroscopy is a powerful, extremely sensitive technique for the investigation of enzyme and ribozyme mechanisms. Herein, we describe the synthesis and characterization of water-soluble fluorescence probes for studying biocatalytic Diels-Alder reactions. These probes consist of anthracene and sulfonated BODIPY fluorophores fused by conjugated phenylacetylenyl bridges. Intact anthracene efficiently quenches BODIPY fluorescence, likely by photoinduced electron transfer. Upon destruction of the aromatic system by the Diels-Alder reaction, the fluorescence emission increases 20-fold. Binding in the catalytic pocket of a Diels-Alderase ribozyme yields a further ~2-fold increase in the fluorescence intensity of both the anthracene-BODIPY and the Diels-Alder-product-BODIPY probes. Therefore, a fluorescence-based distinction of free substrate, bound substrate, bound product, and free product is possible. With these all-in-one reporters, we monitored RNA-catalyzed Diels-Alder reactions under both single- and multiple-turnover conditions down to the nanomolar concentration range. Burst analysis at the single-molecule level revealed blinking of the dyads between an on state and an off state, presumably due to rotation around the phenylacetylenyl bridge. Binding to the ribozyme does not increase the intensity of the individual fluorescence bursts, but rather increases the average time spent in the on state. Variations in the quantum yields of the different probes correlate well with the degree of conjugation between anthracene and the phenylacetylenyl bridge.

Sterically demanding, zwitterionic trialkylphosphonium sulfonates as air-stable ligand precursors for efficient palladium-catalyzed cross-couplings of aryl bromides and chlorides

Brown, William S.,Boykin, D'Ariel D.,M. Quentin Sonnier Jr.,William D. Clark,Brown, Fallon V.,Shaughnessy, Kevin H.

, p. 1965 - 1970 (2008)

3-(Di-tert-butylphosphonium)propane sulfonate (DTB-PPS) and 3-(diadamantylphosphonium)propane sulfonate (DAPPS) are air-stable pre-ligands for aqueous-phase palladium-catalyzed cross-coupling reactions. Both DTBPPS and DAPPS were found to give active catalysts for the Sonogashira coupling of aryl bromides at room temperature and 4-chloroanisole at 80 °C. These ligands also gave effective catalysts for the aqueous-phase Suzuki coupling of aryl bromides at room temperature.

1055888-89-5 Process route

1,3-propanesultone
1120-71-4

1,3-propanesultone

di-tert-butylphosphine
819-19-2

di-tert-butylphosphine

3-(di-tert-butylphosphino)-propane-1-sulfonic acid
1055888-89-5

3-(di-tert-butylphosphino)-propane-1-sulfonic acid

Conditions
Conditions Yield
In 1,4-dioxane; for 12h; Inert atmosphere; Reflux;
81%
In 1,4-dioxane; for 12h; Inert atmosphere; Reflux;

1055888-89-5 Upstream products

  • 1120-71-4
    1120-71-4

    1,3-propanesultone

  • 819-19-2
    819-19-2

    di-tert-butylphosphine

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