13991-08-7 Usage
Description
1,2-Bis(diphenylphosphino)benzene, also known as DPPB, is a white to light yellow crystalline powder that is widely used in various chemical applications due to its unique properties as a chelating ligand and its ability to form complexes with different metals.
Uses
1. Used in the Synthesis of Luminescent Copper(I) Halide Complexes:
1,2-Bis(diphenylphosphino)benzene is used as a chelating ligand for the synthesis of luminescent copper(I) halide complexes. These complexes exhibit unique photophysical properties and have potential applications in the field of optoelectronics and light-emitting devices.
2. Used in the Synthesis of Copper-1,2-Bis(Diphenylphosphino)Benzene Catalyst:
DPPB is used in the synthesis of a copper-1,2-bis(diphenylphosphino)benzene catalyst, which is employed for the β-boration of α, β-unsaturated amide. This reaction is an important step in the synthesis of various organic compounds and pharmaceuticals.
3. Used as an Alternative to TMEDA in Fluoroaromatic Coupling Reactions:
1,2-Bis(diphenylphosphino)benzene serves as an alternative to TMEDA (tetramethylethylenediamine) for the selective cleavage of sp3 C-X bond in fluoroaromatic coupling reactions catalyzed by iron. This application allows for more selective and efficient reactions in the synthesis of fluorinated organic compounds.
4. Used in the Synthesis of Alkenylboronates from Acetylenic Esters:
DPPB is utilized as a ligand in the synthesis of alkenylboronates from acetylenic esters. Alkenylboronates are important intermediates in organic synthesis and are used in various cross-coupling reactions to form carbon-carbon bonds.
5. Used in the Synthesis of Copper-Diphosphine Complexes for N-Formylation:
1,2-Bis(diphenylphosphino)benzene is used to synthesize copper-diphosphine complexes, which are employed as homogeneous catalysts for N-formylation of a wide range of amines. This reaction is crucial in the synthesis of various pharmaceuticals and agrochemicals.
Check Digit Verification of cas no
The CAS Registry Mumber 13991-08-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,9,9 and 1 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 13991-08:
(7*1)+(6*3)+(5*9)+(4*9)+(3*1)+(2*0)+(1*8)=117
117 % 10 = 7
So 13991-08-7 is a valid CAS Registry Number.
InChI:InChI=1/C30H24P2/c1-5-15-25(16-6-1)31(26-17-7-2-8-18-26)29-23-13-14-24-30(29)32(27-19-9-3-10-20-27)28-21-11-4-12-22-28/h1-24H
13991-08-7Relevant articles and documents
Coordination and extraction properties of 1,2-bis(diphenylphosphoryl)-benzene toward f-block element nitrates: Structural, spectroscopic and DFT characterization of the complexes
, (2021)
Reaction of 1,2-bis(diphenylpsphoryl)benzene 1,2-[Ph2(O)P]2C6H4 (L) with f-element nitrates resulted in 1:1 and 1:2 complexes. The isolated complexes, namely, [UO2(L)(NO3)2]·MeCN
Elusive Phosphine Copper(I) Boryl Complexes: Synthesis, Structures, and Reactivity
Borner, Corinna,Anders, Lisa,Brandhorst, Kai,Kleeberg, Christian
supporting information, p. 4687 - 4690 (2018/02/07)
We report the first isolation of phosphine copper boryl complexes - species pivotal to numerous copper-catalyzed borylation reactions. The reaction of diboron(4) derivatives with copper tert-butoxide complexes of phosphine ligands allows the isolation of the dimeric μ-boryl-bridged Cu(I) complexes [(iPr3P)Cu-Bdmab]2 (4) and [(C6H4(Ph2P)2)Cu-Bpin]2 (6) with Cu···Cu distances of 2.24-2.27 ? (dmab = (NMe)2C6H4, pin = (OCMe2)2)). A slightly more sterically demanding boryl ligand furnishes the unprecedented multinuclear copper boryl complex [(iPr3P)2Cu8(B(iPrEn))3(OtBu)3] (5), a potential intermediate of the decomposition of an initial Cu(I) boryl complex (iPrEn = (NiPr)2C2H4). All complexes were characterized by single-crystal X-ray diffraction, NMR spectroscopy, and elemental analysis. DFT computations support the nature of these unique complexes and give insight into their electronic structures.
Ortho-Trialkylstannyl Arylphosphanes by C-P and C-Sn Bond Formation in Arynes
Li, Yuanming,Chakrabarty, Shyamal,Mück-Lichtenfeld, Christian,Studer, Armido
, p. 802 - 806 (2016/02/27)
A novel and efficient approach to ortho-trialkylstannyl arylphosphanes by the reaction of arynes generated in situ with stannylated phosphanes (R3Sn-PR2) is described. Concurrent C-P and C-Sn bond formation occurs with high yields, and stannylated products are easily transformed into valuable ortho-substituted arylphosphanes. The reaction features high efficiency, good regioselectivity, and excellent practicality.
