35138-22-8 Usage
Description
Bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate is a transition metal complex that serves as a versatile catalyst precursor in various chemical reactions. It is characterized by its ability to form stable complexes with a wide range of ligands, making it a valuable tool in the field of homogeneous catalysis.
Uses
Used in Chemical Synthesis:
Bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate is used as a catalyst precursor for hydrogenation and isomerization reactions. Its ability to form cationic COD-Rhodium complexes with phosphine ligands makes it a suitable candidate for asymmetric hydrogenations, which are essential for the synthesis of enantiomerically pure compounds.
Used in Enantioselective Reactions:
In the field of enantioselective catalysis, Bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate is used as a catalyst precursor with chiral biaryl bisphosphine ligands for [2+2+2] enantioenriched cycloadditions. This application allows for the selective formation of chiral products, which are crucial in the pharmaceutical and agrochemical industries.
Used in Hydrosilylation Reactions:
Bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate also shows an important application in enantioselective hydrosilylation reactions. This process involves the addition of a silyl group to an unsaturated compound, such as an alkene or alkyne, and is an essential step in the synthesis of various organic compounds, including pharmaceuticals and specialty chemicals.
Overall, Bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate is a valuable catalyst precursor with a wide range of applications in chemical synthesis, enantioselective reactions, and hydrosilylation processes. Its versatility and ability to form stable complexes with various ligands make it an essential tool in the field of homogeneous catalysis.
Check Digit Verification of cas no
The CAS Registry Mumber 35138-22-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,5,1,3 and 8 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 35138-22:
(7*3)+(6*5)+(5*1)+(4*3)+(3*8)+(2*2)+(1*2)=98
98 % 10 = 8
So 35138-22-8 is a valid CAS Registry Number.
InChI:InChI=1/2C8H12.BF4.Rh/c2*1-2-4-6-8-7-5-3-1;2-1(3,4)5;/h2*1-2,7-8H,3-6H2;;/q;;-1;+1/b2*2-1-,8-7-;;
35138-22-8Relevant articles and documents
'Diopium', a chiral phosphoniophosphine derived from Kagan's diop. Rhodium complexes and reducing catalytic properties
Viau, Lydie,Chauvin, Remi
, p. 180 - 186 (2002)
Cationic chiral monophosphines are devised as a novel type of ligands for catalytic transformations of polar substrates with polar reagents. A phosphonio-phosphine derived from (R,R)-diop ('methyldiopium') proved to act as a chiral version of Baird's ω-phosphonio-phosphine ligands ('phophos') in Rh(I) complexes in both 1:1 and 2:1 P:Rh stoichiometry. Their versatile structure in CDCl3 solution has been studied by NMR spectroscopy in the presence of various anions (Cl-, I-, BF4-, PF6-). The in situ 2.5:1 methyldiopium-Rh catalytic system slowly hydrogenated (Z)-α-acetamidocinnamic acid in 63% conversion and 5% ee. This system was, however, specifically active in a novel hydrogen transfer procedure by a 1:1 HCOOH:NEt3 mixture under mild conditions (40 C, in the absence of DMSO), for which the corresponding diop-Rh system was not active. Itaconic acid was thus quantitatively reduced to racemic methylsuccinic acid. (Z)-α-acetamidocinnamic acid was reduced in up to 85% conversion to N-acetylphenylalanine in various solvents. Though still moderate, the ee's depend on the solvent: 10% in (R) product in THF, 14% in (S) product in acetonitrile.
