87969-80-0

Upstream product

• 764-93-2 1-decyne 
• 15226-74-1 dicobalt octacarbonyl 
• 201230-82-2 carbon monoxide 
• 17049-49-9 octylmagnesium bromide 
• 120-82-1 1,2,4-Trichlorobenzene 

Relevant academic research and scientific papers

H-BPin/KOtBu Promoted Activation of Cobalt Salt to a Heterotopic Catalyst for Highly Selective Cyclotrimerization of Alkynes

A mixture of HBPin with KOtBu was found to activate cobalt salt to form a heterotopic cobalt species that is highly active for catalytic intermolecular trimerization of alkynes. This protocol affords 1,2,4-regioisomers in good yields with high regioselectivities under mild conditions. These salient features, together with the operational simplicity and high efficiency, as well as obviating the use of any costly and/or air sensitive ligands, renders the protocol promising for practical applications.

Synthesis, characterization and catalytic application of some novel PNP-Ni(II) complexes: Regio-selective [2+2+2] cycloaddition reaction of alkyne

Some novel Ni(II) complexes of PN(H)PPh, PN(Me)PiPr and PN(Me)PtBu ligands have been synthesized and characterized using standard analytical and spectroscopic methods such as 1H NMR, 31P NMR, elemental analysis, ESI-MS, UV-Visible spectroscopy and single-crystal X-ray crystallography. In the presence of silver triflate, complex [PN(H)PPhNiBr]2NiBr4 (5) activated the C?Cl bond of dichloromethane at room temperature and afford complex [PN(H)PPhNiCl]OTf (6). We have also performed alkyne [2+2+2] cycloaddition reaction using Ni(II) complexes and observed high regioselectivity of the products. The observed selectivity is well correlating with the electronic feature of alkynes. The [2+2+2] cycloaddition of electron rich alkynes produced 1,3,5-substituted benzene derivatives as a major product whereas the electron deficient alkynes produced 1,2,4-substituted benzene derivatives as a major product.

Silica-supported tungsten carbynes (≡SiO)xW(≡CH)(Me)y (x = 1, y = 2; X = 2, y = 1): New efficient catalysts for alkyne cyclotrimerization

The activity of silica-supported tungsten carbyne complexes (≡SiO)xW(≡CH)(Me)y (x = 1, y = 2; x = 2, y = 1) toward alkynes is reported. We found that they are efficient precatalysts for terminal alkyne cyclotrimerization with high TONs. We also demonstrate that this catalyst species is active for alkyne cyclotrimerization without the formation of significant alkyne metathesis products. Additional DFT calculations highlight the importance of the W coordination sphere in supporting this experimental behavior.

Short synthesis of methylenecyclopentenones by intermolecular Pauson-Khand reaction of allyl thiourea

N,N,N′-Trimethylallylthiourea promotes the intermolecular Pauson-Khand reaction with alkynes in the presence of Co2(CO)8 and moderate pressure of CO followed by thiourea elimination allowing the formation of methylenecyclopentenone d

Highly regioselective [2+2+2] cycloaddition of terminal alkynes catalyzed by titanium complexes of p-tert-butylthiacalix[4]arene

Mono- and dinuclear titanium complexes of p-tert-butylthiacalix[4]arene were applied as a catalyst for [2+2+2] cycloaddition of terminal alkynes. They showed high catalytic activity and regioselectivity toward 1,3,5-trisubstituted benzenes over 1,2,4-trisubstituted isomers. The regioselectivity was rationalized in terms of the steric effect of the thiacalixarene skeleton and the coordination of the bridging sulfur atom to the titanium center.

Regiospecific Synthesis of Aromatic Compounds via Organometallic Intermediates. 3. n-Alkyl-Substituted Benzene

High molecular weight tri- and tetra-n-alkylbenzenes have been synthesized by the cross-coupling of the appropriate chlorinated benzenes with long-chain n-alkylmagnesium bromides using (1,2-bis(diphenylphosphino)ethane)nickel(II)chloride as catalyst.The reactions proceeded without any positional scrambling or alkyl group isomerization.A new method is described for the preferential substitution of one chlorine atom by an n-alkyl group in 1,3,5-trichlorobenzene.The reaction between an n-alkylmagnesium bromide and 1,3,5-trichlorobenzene catalyzed by Nickelacetylacetonate at low temperature and in tetrahydrofuran solvent favors monosubstitution.The cross-coupling reactions of these n-alkyldichlorobenzenes with other n-alkylmagnesium bromides, in the presence of NiCl2(dppe), proceeded at a much slower rate than those of 1,3,5-trichlorobenzene to yield the asymmetric 1,3,5-tri-n-alkylbenzenes.