## 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
ID Source | ID |
---|---|
PubMed CID | 81219 |
CHEMBL ID | 73394 |
SCHEMBL ID | 35092 |
MeSH ID | M0441670 |
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 |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID153809 | Maximum increase in life span was determined against P388 leukemia at 4-5 doses of compound | 1987 | Journal of medicinal chemistry, Dec, Volume: 30, Issue:12 | Antitumor activity of bis(diphenylphosphino)alkanes, their gold(I) coordination complexes, and related compounds. |
AID38071 | In vitro cytotoxicity against murine B16 melanoma cells | 1987 | Journal of medicinal chemistry, Dec, Volume: 30, Issue:12 | Antitumor activity of bis(diphenylphosphino)alkanes, their gold(I) coordination complexes, and related compounds. |
AID115142 | Maximally tolerated dose was measured after ip administration of compound, 24 hr after tumor implantation. | 1987 | Journal 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] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 1 (7.69) | 18.7374 |
1990's | 0 (0.00) | 18.2507 |
2000's | 4 (30.77) | 29.6817 |
2010's | 8 (61.54) | 24.3611 |
2020's | 0 (0.00) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
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.
| This Compound (30.04) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 13 (100.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |