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[ CAS No. 2071-20-7 ] {[proInfo.proName]}

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Chemical Structure| 2071-20-7
Chemical Structure| 2071-20-7
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Product Citations

Product Citations

Boivin, Leo ; Schlachter, Adrien ; Fortin, Daniel , et al. DOI: PubMed ID:

Abstract: The prediction of the metal cluster within a coordination polymer or complex, as well as the dimensionality of the resulting polymer or complex (i.e., 0D, 1D, 2D, or 3D), is often challenging. This is the case for Ph2P(CH2)mPPh2 ligands (1 ≤ m ≤ 8) and CuX salts, particularly for X = I. This work endeavors a systematic statistical anal. combining studies in the literature and new data, mapping the nature of the resulting CuI aggregates with eight different diphoshphines in 2:1, 3:2, 1:1, 2:3, and 1:2 CuI:Ph2P(CH2)mPPh2 molar ratios as a function of m, which lead to either pure products or mixtures Several trends are made relating stoichiometry and chain length to the CuI cluster formed (i.e., globular vs. quasi-planar). Four new X-ray structures were determined: [Cu3I2(L1)3]I, Cu3I3(L2)2, Cu2I2(L6)2, and Cu4I4(L8)2, where m is, resp., 1, 2, 6, and 8, in which the CuxIy central aggregates adopt triangular bipyramid, diamond, rhomboid, and cubane shaped motifs, resp. Photophys. measurements assisted the establishment of trends considering the paucity of the crystallog. structures. During this study, it was also found that the 0D-complex Cu2I2(Ph2P(CH2)5PPh2)2 exhibits thermally activated delayed fluorescence.

Keywords: copper(I) iodide coordination polymers ; photophysics ; TADF

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Product Details of [ 2071-20-7 ]

CAS No. :2071-20-7 MDL No. :MFCD00003537
Formula : C25H22P2 Boiling Point : No data available
Linear Structure Formula :H2C(P(C6H5)2)2 InChI Key :XGCDBGRZEKYHNV-UHFFFAOYSA-N
M.W : 384.39 Pubchem ID :74952
Synonyms :
Chemical Name :Bis(diphenylphosphino)methane

Calculated chemistry of [ 2071-20-7 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 27
Num. arom. heavy atoms : 24
Fraction Csp3 : 0.04
Num. rotatable bonds : 6
Num. H-bond acceptors : 0.0
Num. H-bond donors : 0.0
Molar Refractivity : 122.95
TPSA : 27.18 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -3.64 cm/s

Lipophilicity

Log Po/w (iLOGP) : 4.17
Log Po/w (XLOGP3) : 7.05
Log Po/w (WLOGP) : 5.21
Log Po/w (MLOGP) : 6.48
Log Po/w (SILICOS-IT) : 7.77
Consensus Log Po/w : 6.14

Druglikeness

Lipinski : 1.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -6.93
Solubility : 0.0000455 mg/ml ; 0.000000118 mol/l
Class : Poorly soluble
Log S (Ali) : -7.44
Solubility : 0.000014 mg/ml ; 0.0000000365 mol/l
Class : Poorly soluble
Log S (SILICOS-IT) : -10.51
Solubility : 0.0000000119 mg/ml ; 0.0 mol/l
Class : Insoluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 5.36

Safety of [ 2071-20-7 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P305+P351+P338 UN#:
Hazard Statements:H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 2071-20-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 2071-20-7 ]

[ 2071-20-7 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 27148-03-4 ]
  • bis(acetylacetonato)palladium(II) [ No CAS ]
  • [ 2071-20-7 ]
  • [ 1223048-96-1 ]
  • 2
  • [ 27148-03-4 ]
  • [ 64-17-5 ]
  • [ 13453-07-1 ]
  • [ 2071-20-7 ]
  • [ 1340587-84-9 ]
  • 3
  • [ 4761-00-6 ]
  • [ 2071-20-7 ]
  • [ 1372787-39-7 ]
  • 4
  • [ 4761-00-6 ]
  • [ 2071-20-7 ]
  • [ 1372787-36-4 ]
YieldReaction ConditionsOperation in experiment
99% In toluene; at 80℃; for 48h;Inert atmosphere; Dppm (3.59 g, 9.34 mmol) was dissolved in toluene (40 ml) and <strong>[4761-00-6]2-(bromomethyl)-1,3,5-trimethylbenzene</strong> (1.99 g, 9.34 mmol) was added. The reaction mixturewas heated to 80 C for two days. The resulting white precipitate of 1d was collected byfiltration, washed with toluene (2 × 20 ml) and dried in vacuum .1d. White solid, yield 99%, 5.53 g, mp 240-241 C; 1H NMR (600MHz, CDCl3): deltaH 1.68 (6H, s,o-CH3 Mes), 2.10 (3H, d, 7JHP = 2.7 Hz, p-CH3 Mes), 4.45 (2H, d, 2JHP = 13.8 Hz, P-CH2-P),4.79 (2H, d, 2JHP = 14.5 Hz, P-CH2), 6.56(2H, s, m-CH Mes), 7.18-7.23 (6H, m, CH Ph), 7.26-7.32 (4H, m, CH Ph), 7.50-7.58 (10H, m, CH Ph). 13C{H} NMR (100.6 MHz, CDCl3): deltaC 20.7(1C, d, 6JCP = 1.4 Hz, p-CH3 Mes), 21.0 (2C, d, 4JCP = 1.0 Hz, o-CH3 Mes), 22.0 (1C, dd, 1JCP =47.7 Hz, 1JCP = 32.9 Hz, P-CH2-P), 30.3 (1C, d, 1JCP = 45.4 Hz, P-CH2), 116.9 (2C, d, 1JCP = 82.6Hz, i-C Ph), 123.1 (1C, d, JCP = 9.5 Hz, C Mes), 128.9 (4C, d, JCP = 8.6 Hz, CH Ph), 129.2 (4C,d, JCP = 12.1 Hz, CH Ph), 129.5 (2C, d, 4JCP = 3.6 Hz, m-CH Mes), 129.7 (2C, s, p-CH Ph),133.4 (4C, d, JCP = 22.6 Hz, CH Ph), 134.0 (4C, dd, 2JCP = 8.9 Hz, 4JCP = 2.7 Hz, o-CH Ph),134.4 (2C, d, 4JCP= 2.9 Hz, p-CH Ph), 135.0 (2C, dd, 1JCP = 11.2 Hz, 3JCP = 8.0 Hz, i-C Ph),137.7 (1C, d, JCP = 4.4 Hz, C Mes), 137.8 (2C, d, 3JCP = 5.4 Hz, o-C Mes). 31P{H} NMR(161.9MHz, CDCl3) deltaP -23.8 (1P, d, 2JPP = 61.3 Hz), 25.8 (1P, d, 2JPP = 61.3 Hz). Anal. Calcd forC35H35P2Br (597.52): C, 70.36 H, 5.90; Br, 13.37%. Found: C, 70.20; H, 5.96; Br, 13.51%.Suitable crystals of 1d for X-ray diffraction experiments were obtained by slow diffusion of Et2Ointo a saturated solution of 1d in CHCl3.
  • 5
  • [ 33893-89-9 ]
  • tetrakis(acetonitrile)copper(I)tetrafluoroborate [ No CAS ]
  • [ 2071-20-7 ]
  • [(5-(pyridin-2-yl)tetrazolate)2Cu4(bis(diphenylphosphino)methane)4](BF4)2 [ No CAS ]
  • 6
  • [ 33893-89-9 ]
  • [ 14057-91-1 ]
  • [ 2071-20-7 ]
  • [Cu4[5-(2-pyridyl)tetrazolate]2[bis(diphenylphosphino)methane]4][ClO4]2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% With sodium hydroxide; In dichloromethane; at 20℃; for 4h;Inert atmosphere; In an argon atmosphere,[Cu[MeCN]4][ClO4] (19.6 mg, 0.060 mmol),Bis[diphenylphosphine]methane (23.1 mg, 0.060 mmol) and5-[2-pyridyl]tetrazole (4.4 mg, 0.030 mmol)The reaction was stirred at room temperature for 3 hours in 10 mL of dichloromethane.Sodium hydroxide (1.2 mg, 0.030 mmol) was added to the reaction solution.Stir the reaction for 1 hour at room temperature.After the solvent is evaporated off with a rotary evaporator,Recrystallization was performed with a mixed solvent of dichloromethane (1 mL)-n-hexane (10 mL) [volume ratio 1:10].The colorless crystalline product obtained by recrystallization is filtered,Wash 3-4 times with 10 mL of ether,After drying in vacuo, a colorless solid product (29.7 mg, 0.013 mmol) was obtained with a yield of 87%.
  • 7
  • [ 33893-89-9 ]
  • copper(II) perchlorate hexahydrate [ No CAS ]
  • [ 2071-20-7 ]
  • [Cu4[5-(2-pyridyl)tetrazolate]2[bis(diphenylphosphino)methane]4][ClO4]2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
81% With copper; sodium hydroxide; In dichloromethane; acetonitrile; at 20℃; for 3h;Inert atmosphere; In an argon atmosphere,Copper perchlorate hexahydrate [Cu[ClO4]2·6H2O] (11.9 mg, 0.032 mmol) andExcess copper powder (12.2 mg, 0.192 mmol)Stir the reaction at room temperature in 5 mL acetonitrile for 30 minutes.After the addition of bis[diphenylphosphine]methane (24.6 mg, 0.064 mmol)Of 10 mL of dichloromethane,After stirring the reaction for one hour, 5-[2-pyridyl]tetrazolium ligand (4.7 mg, 0.032 mmol) was added.Stir the reaction for 2 hours at room temperature.Sodium hydroxide (1.28 mg, 0.032 mmol) was added to the reaction solution.And continue stirring at room temperature for 1 hour,After filtration, the solvent is evaporated off with a rotary evaporator.Recrystallization was performed with a mixed solvent of dichloromethane (1 mL)-n-hexane (10 mL) [volume ratio 1:10].The colorless crystalline product obtained by recrystallization was filtered and washed three times with 10 mL of diethyl ether.After drying in vacuo, a colorless solid product (29.7 mg, 0.013 mmol) was obtained with a yield of 81%. The analytical characterization experiment data are the same as in Example 1.
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