18987-59-2 Usage
Description
DI-MICRO-CHLOROBIS[2-[(DIMETHYLAMINO)METHYL]PHENYL-C,N]DIPALLADIUM is a palladium-based organometallic compound that serves as a versatile and efficient catalyst in various organic synthesis reactions. It is characterized by its ability to facilitate a wide range of chemical transformations, making it a valuable tool in the field of organic chemistry.
Uses
Used in Pharmaceutical Industry:
DI-MICRO-CHLOROBIS[2-[(DIMETHYLAMINO)METHYL]PHENYL-C,N]DIPALLADIUM is used as a catalyst for the oxidative allylic C-H silylation, which is a key step in the synthesis of various pharmaceutical compounds. This reaction allows for the selective modification of complex organic molecules, enabling the development of new drugs with improved properties.
Used in Chemical Industry:
In the chemical industry, DI-MICRO-CHLOROBIS[2-[(DIMETHYLAMINO)METHYL]PHENYL-C,N]DIPALLADIUM is used as a catalyst for transesterification reactions. This process is crucial for the synthesis of various esters, which are widely used as solvents, plasticizers, and intermediates in the production of various chemicals.
Used in Fine Chemicals Synthesis:
DI-MICRO-CHLOROBIS[2-[(DIMETHYLAMINO)METHYL]PHENYL-C,N]DIPALLADIUM is employed as a catalyst in Suzuki-Miyaura cross-coupling reactions, which are essential for the formation of carbon-carbon bonds in the synthesis of fine chemicals, including natural products, agrochemicals, and pharmaceuticals.
Used in Organic Synthesis:
This palladium complex is used as a catalyst for the stereocontrolled homologation of carbon chain boronic esters using Hoppe's lithiated carbamates. This reaction allows for the controlled formation of specific stereoisomers, which is crucial for the synthesis of enantioselective compounds with desired biological activities.
Used in Carbonylation Reactions:
DI-MICRO-CHLOROBIS[2-[(DIMETHYLAMINO)METHYL]PHENYL-C,N]DIPALLADIUM is utilized as a catalyst in oxidative carbonylation reactions, which are important for the synthesis of various carbonyl-containing compounds, such as aldehydes, ketones, and carboxylic acids.
Used in Buchwald-Hartwig Reactions:
In the field of organic synthesis, this palladium complex is used as a catalyst for Buchwald-Hartwig reactions, which involve the formation of carbon-nitrogen bonds. This reaction is widely used in the synthesis of amines, amides, and other nitrogen-containing compounds.
Used in Mizoroki-Heck Reaction:
DI-MICRO-CHLOROBIS[2-[(DIMETHYLAMINO)METHYL]PHENYL-C,N]DIPALLADIUM is employed as a catalyst in the Mizoroki-Heck reaction, a widely used method for the formation of carbon-carbon bonds through the coupling of alkenes and aryl or vinyl halides. This reaction is essential for the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and materials.
Reaction
Useful starting material for the preparation of N-heterocyclic-carbene palladium complexes.
Check Digit Verification of cas no
The CAS Registry Mumber 18987-59-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,9,8 and 7 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 18987-59:
(7*1)+(6*8)+(5*9)+(4*8)+(3*7)+(2*5)+(1*9)=172
172 % 10 = 2
So 18987-59-2 is a valid CAS Registry Number.
InChI:InChI=1/2C9H12N.2ClH.2Pd/c2*1-10(2)8-9-6-4-3-5-7-9;;;;/h2*3-6H,8H2,1-2H3;2*1H;;/q2*-1;;;2*+2/p-2/r2C9H12N.2ClPd/c2*1-10(2)8-9-6-4-3-5-7-9;2*1-2/h2*3-6H,8H2,1-2H3;;/q2*-1;2*+1
18987-59-2Relevant articles and documents
Reactions of aminoboron compounds with palladium and platinum complexes
Vogels, Christopher M.,Wellwood, Heather L.,Biradha, Kumar,Zaworotko, Michael J.,Westcott, Stephen A.
, p. 1196 - 1207 (2007/10/03)
Reactions of 3-NH2C6H4B(OH)2 (1, APBA) with [MCl4]2- (M = Pd, Pt) give the boronic acid-containing complexes, MCl2(APBA)2 (M = Pd, 2; M = Pt, 3). Addition of 1 to [PdCl2(COE)]2 (COE = η2-C8H14) ultimately led to PdCl2(APBA)2 (2). The pinacol derivative PdCl2(APBpin)2 (5, pin = O2C2Me4) was characterized by an X-ray diffraction study. Crystals of 5 were monoclinic, a = 13.836(5), b = 14.937(5), c = 11.287(5) A, β = 99.042(9)°, Z = 2, with space group P21/c. Monoalkene complexes PtCl2(COE)(APBA) (8) and PtCl2(COE)(APBpin) (9) were generated from the addition of APBA and APBpin, respectively, to [PtCl2(COE)]2. Reactions of 2-NMe2CH2C6H4B(OH)2 (10) with palladium complex [PdCl2(COE)]2 proceed via selective B - C bond cleavage to give the cyclopalladated dimer [PdCl(2-NMe2CH2C6H4)]2 as the major amine-containing product. Likewise, reactions with borinic esters H2NCH2CH2OBR2 (R = Bu, 14; R = Ph, 15) give products derived from cleavage of the B - O bond. The unique palladium complex PdCl2[S-NC5H4B(OH)2]2 (19) was prepared by addition of (3-NC5H4BEt2)4 (18) to [PdCl2(COE)]2 in wet methylene chloride, where adventitious water was used to convert the organoborane product into the corresponding boronic acid moiety.
