Segphos - 244261-66-3

Segphos

Catalog Number: EVT-3558672
CAS Number: 244261-66-3
Molecular Formula: C38H28O4P2
Molecular Weight: 610.6 g/mol
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Product Introduction

Description
Segphos is a chiral bisphosphine ligand that has gained significant attention in various fields of research, including medicinal, environmental, and industrial applications. This paper aims to provide a comprehensive overview of Segphos, including its synthesis methods, chemical structure, biological activity, effects on cell function, potential applications, and future perspectives.
Applications in Various Fields
In Medical Research, Segphos has played a crucial role in drug development, enabling the synthesis of enantiopure compounds with enhanced pharmacological properties. Clinical trials have demonstrated the benefits of Segphos-based drugs in terms of improved efficacy and reduced side effects. However, potential side effects and toxicity need to be carefully evaluated.
In Environmental Research, Segphos has been studied for its effects on ecosystems and its role in pollution management. It has been used in catalytic processes for the removal of pollutants from wastewater and air. The sustainability and environmental impact of Segphos-based processes need to be assessed to ensure their long-term viability.
In Industrial Research, Segphos has found applications in various manufacturing processes, such as the production of fine chemicals and polymers. It has been instrumental in improving product quality and efficiency, leading to cost-effective and environmentally friendly processes. Health and safety considerations are crucial in industrial settings to minimize potential risks associated with Segphos handling and disposal.

Properties

CAS Number

244261-66-3

Product Name

Segphos

IUPAC Name

[4-(5-diphenylphosphanyl-1,3-benzodioxol-4-yl)-1,3-benzodioxol-5-yl]-diphenylphosphane

Molecular Formula

C38H28O4P2

Molecular Weight

610.6 g/mol

InChI

InChI=1S/C38H28O4P2/c1-5-13-27(14-6-1)43(28-15-7-2-8-16-28)33-23-21-31-37(41-25-39-31)35(33)36-34(24-22-32-38(36)42-26-40-32)44(29-17-9-3-10-18-29)30-19-11-4-12-20-30/h1-24H,25-26H2

InChI Key

RZZDRSHFIVOQAF-UHFFFAOYSA-N

SMILES

C1OC2=C(O1)C(=C(C=C2)P(C3=CC=CC=C3)C4=CC=CC=C4)C5=C(C=CC6=C5OCO6)P(C7=CC=CC=C7)C8=CC=CC=C8

Canonical SMILES

C1OC2=C(O1)C(=C(C=C2)P(C3=CC=CC=C3)C4=CC=CC=C4)C5=C(C=CC6=C5OCO6)P(C7=CC=CC=C7)C8=CC=CC=C8
Method of Synthesis or Extraction
Segphos can be synthesized using several methods, including the reaction of a phosphine with a suitable phosphorus source. One commonly used method involves the reaction of a phosphine with phosphorus trichloride, followed by purification through column chromatography. Another method involves the reaction of a phosphine with phosphorus tribromide, followed by recrystallization. These methods offer good efficiency and yield, with the purity of Segphos being crucial for its biological and industrial applications. Environmental and safety considerations during synthesis include the proper handling and disposal of hazardous chemicals.
Chemical Structure and Biological Activity
Segphos possesses a unique chiral bisphosphine structure, consisting of two phosphorus atoms connected by a bridging carbon atom. This structure imparts excellent stereochemical control and high catalytic activity to Segphos. The mechanism of action involves the coordination of Segphos with transition metal catalysts, enabling various chemical transformations. Segphos has shown remarkable biological activity, particularly in catalytic asymmetric reactions, due to its ability to induce chirality in organic molecules.
Biological Effects
Segphos has been extensively studied for its effects on cell function and signal transduction. It has been found to modulate various biological targets, including enzymes and receptors, leading to altered cellular processes. The potential therapeutic effects of Segphos include its role in drug development, where it has been utilized in the synthesis of chiral pharmaceuticals. However, it is important to consider potential toxic effects, as high concentrations of Segphos may lead to adverse reactions.
Future Perspectives and Challenges
Despite the significant advancements in Segphos research, there are still limitations in its use and study. Challenges include the development of more efficient synthesis methods, the exploration of new biological targets, and the optimization of catalytic processes. Possible solutions and improvements involve the design of novel Segphos derivatives with enhanced properties and the integration of Segphos into emerging technologies.
Future trends and prospects in the application of Segphos in scientific research include its potential use in the synthesis of complex natural products, the development of sustainable catalytic processes, and its integration into emerging fields such as nanotechnology and materials science. Continued research and collaboration among scientists from different disciplines will pave the way for further advancements in Segphos-based applications.
In conclusion, Segphos is a versatile chiral bisphosphine ligand with significant potential in various fields of research. Its synthesis methods, chemical structure, biological activity, effects on cell function, and potential applications have been discussed. While challenges and limitations exist, the future prospects of Segphos in scientific research are promising, with opportunities for further advancements and applications.

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