Page last updated: 2024-12-07

1,3-bis(diphenylphosphino)propane

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Description

## 1,3-Bis(diphenylphosphino)propane (DPPP)

**1,3-Bis(diphenylphosphino)propane (DPPP)** is a **bidentate** ligand, meaning it can bind to a metal center through two donor atoms. In this case, the donor atoms are the **phosphorus atoms** of the two diphenylphosphino groups.

**Structure:**

DPPP has a central propane chain with a diphenylphosphino group attached to each end of the chain. The structure can be represented as:

```
Ph2P-(CH2)3-PPh2
```

where Ph represents a phenyl group (C6H5).

**Importance in Research:**

DPPP is a versatile ligand that is widely used in **organometallic chemistry and catalysis**. Its importance stems from the following reasons:

* **Coordination Chemistry:** DPPP forms stable complexes with various transition metals, especially those in the **late transition metals**, like palladium, platinum, and nickel. These complexes are important for understanding the coordination chemistry of these metals.
* **Catalysis:** DPPP is a crucial ligand in **homogeneous catalysis**. It can be used to create catalysts for various reactions, including:
* **Cross-coupling reactions:** DPPP is a popular ligand for palladium-catalyzed reactions like the Suzuki-Miyaura coupling and the Stille coupling. These reactions are used to form carbon-carbon bonds, which are essential for building organic molecules.
* **Hydroformylation:** DPPP can be used to create catalysts for the hydroformylation of alkenes, which converts alkenes into aldehydes.
* **Other Reactions:** DPPP is also used in other catalytic reactions like hydrogenation, oxidation, and polymerization.
* **Bioinorganic Chemistry:** DPPP is also used in bioinorganic chemistry to study the interaction of metal ions with biological molecules.
* **Material Science:** DPPP is used in the synthesis of various materials, including polymers, coordination polymers, and metal-organic frameworks (MOFs).

**Advantages of DPPP:**

* **Chelating nature:** The bidentate nature of DPPP allows it to form stable complexes with metals.
* **Electronic properties:** The diphenylphosphino groups provide good electron-donating properties, which can influence the reactivity of the metal complex.
* **Flexibility:** The propane chain provides flexibility, allowing DPPP to adapt to different coordination geometries.

**Overall, 1,3-Bis(diphenylphosphino)propane (DPPP) is a versatile ligand with significant applications in various research fields. Its importance lies in its ability to form stable complexes with transition metals and its use in catalysis, bioinorganic chemistry, and materials science.**

1,3-bis(diphenylphosphino)propane: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID81219
CHEMBL ID73394
SCHEMBL ID35092
MeSH IDM0441670

Synonyms (80)

Synonym
AC-4967
44r56e2c68 ,
propane-1,3-diylbis(diphenylphosphine)
einecs 229-791-2
phosphine, 1,1'-(1,3-propanediyl)bis(1,1-diphenyl-
unii-44r56e2c68
nsc 193753
phosphine, 1,3-propanediylbis(diphenyl-
dppp cpd
6737-42-4
phosphine, trimethylenebis[diphenyl-
trimethylenebis(diphenylphosphine)
1,3-bis(diphenylphosphino)propane
phosphine,3-propanediylbis[diphenyl-
nsc-193753
nsc193753
1,3-propanediylbis[diphenylphosphine]
bis(1,3-diphenylphosphino)propane
1,3-bis(diphenylphosphino)propane, 97%
B1138
CHEMBL73394
3-diphenylphosphanylpropyl(diphenyl)phosphane
3-diphenylphosphanylpropyl(diphenyl)phosphane;dppp, 1,3-bis(diphenylphosphino)propane
A835727
AKOS004909020
[3-(diphenylphosphanyl)propyl]diphenylphosphane
FT-0606575
GC10105
1,3-bis(diphenylphosphino)propane (dppp)
phosphine, 1,3-propanediylbis[diphenyl-
1,3-bis-(diphenylphosphino)propane
SCHEMBL35092
SY006192
mfcd00003050
1,3-bis(diphenylphosphino)-propane
1,3-bisdiphenylphosphinopropane
1,3-bis(diphenyl phosphino)propane
1-((3-(diphenylphosphino)propyl)(phenyl)phosphino)benzene
1,3-bis(diphenyphosphino)propane
1.3-bis-diphenylphosphinopropane
1,3-bis(di-phenyl-phosphino)propane
1,3-bis-(diphenylphosphino)-propane
propane-1,3-diylbis(diphenyl phosphine)
1,3-bis diphenylphosphinopropane
1,3-bis-(diphenylphosphine) propane
1,3-bis(diphenyl-phosphino)propane
1,3-bis(diphenyl-phospino)propane
1,3-bis-(diphenylphosphine)propane
3-diphenylphosphanylpropyl-diphenyl-phosphane
1,3-bis(diphenylphospino)propane
1,3bis(diphenylphosphino)propane
propane-1,3-diylbis(diphenylphosphane)
1,3 bis(diphenylphosphino)propane
1,3-bis (diphenylphosphino) propane
1,3-bis(diphenylphophino)propane
1,3-bis(diphenylphosphine)-propane
1,3-bis(diphenylphosphine)propane
1,3-bis (diphenylphosphino)-propane
1,3-propanediylbis(diphenylphosphine)
1,3-bis-diphenylphosphinopropane
1,3-bis(diphenylphosphino) propane
1,3-bis (diphenylphosphino)propane
1,3bis-(diphenylphosphino)propane
DTXSID0064464
dppp [mi]
1,3-propylenebis(diphenylphosphine)
W-104717
STR02861
FD14028
phosphine, trimethylenebis(diphenyl-
[3-(diphenylphosphino)propyl](diphenyl)phosphine #
CS-W008852
BBL101642
F0001-1778
STL555438
BCP04337
Q161494
AMY19792
EN300-53864
PD159807
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (3)

Assay IDTitleYearJournalArticle
AID153809Maximum increase in life span was determined against P388 leukemia at 4-5 doses of compound1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Antitumor activity of bis(diphenylphosphino)alkanes, their gold(I) coordination complexes, and related compounds.
AID38071In vitro cytotoxicity against murine B16 melanoma cells1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Antitumor activity of bis(diphenylphosphino)alkanes, their gold(I) coordination complexes, and related compounds.
AID115142Maximally tolerated dose was measured after ip administration of compound, 24 hr after tumor implantation.1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Antitumor activity of bis(diphenylphosphino)alkanes, their gold(I) coordination complexes, and related compounds.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (7.69)18.7374
1990's0 (0.00)18.2507
2000's4 (30.77)29.6817
2010's8 (61.54)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 30.04

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index30.04 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index4.32 (4.65)
Search Engine Demand Index36.71 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (30.04)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]