52467-23-9

Upstream product

• 931-49-7 1-ethenylcyclohexene 
• 124-38-9 carbon dioxide 
• 79-22-1 methyl chloroformate 
• 78-27-3 1-Ethynylcyclohexan-1-ol 
• 33316-55-1 1,3,5-tris(1-hydroxycyclohexyl)benzene 

Relevant academic research and scientific papers

Highly Chemo- and Regioselective Intermolecular Cyclotrimerization of Alkynes Catalyzed by Cationic Rhodium(I)/Modified BINAP Complexes

(Equation presented) Cationic rhodium(I)/modified BINAP complexes are effective catalysts for highly regioselective intermolecular cyclotrimerization of terminal alkynes and highly chemo- and regioselective intermolecular cocyclotrimerization of diethyl acetylonedicarboxylate (DEAD) and terminal alkynes. It is a noteworthy example of intermolecular cocyclotrimerization of two different alkynes in terms of catalytic activity, chemo- and regioselectivity, scope of substrates, and ease of operation. The wide applicability of this new cocyclotrimerization procedure is demonstrated in the one-step synthesis of [6]metacyclophane.

Can the Ti(OiPr)4/nBuLi combination of reagents function as a catalyst for [2+2+2] alkyne cyclotrimerisation reactions?

Catalysis of the cyclotrimerisation of alkynes with the Ti(OiPr)4/nBuLi system was studied, leading to the development of a particularly convenient and reliable protocol. This method allows the [2+2+2] cycloaddition reaction to proceed within a few minutes under microwave conditions, with generally good selectivity from a variety of aromatic and aliphatic alkynes.

Chloroesterification of enynes catalyzed by NHC rhodium compounds

An efficient rhodium N-heterocyclic carbene (NHC)-catalyzed chloroesterification of terminal alkynes and enynes has been developed. The reaction was highly regio- and stereospecific: the Z-isomer was obtained as the sole product. Georg Thieme Verlag Stutt

Efficient intermolecular [2 + 2 + 2] alkyne cyclotrimerization in aqueous medium using a ruthenium(IV) precatalyst

The dimeric bis(allyl)-ruthenium(IV) complex [{Ru(η3:η3-C10H16)(μ-Cl)Cl}2] (C10H16 = 2,7-dimethylocta-2,6-diene-1,8-diyl) was found to catalyze efficiently the [2 + 2 + 2] cyclization of terminal and internal alkynes in aqueous medium. Copyright

Chemo- and regioselective intermolecular cyclotrimerization of terminal alkynes catalyzed by cationic rhodium(I)/modified BINAP complexes: Application to one-step synthesis of paracyclophanes

A highly regioselective intermolecular cyclotrimerization of terminal alkynes has been developed based on the use of the cationic rhodium(I)/DTBM- Segphos complex. This method can be applied to a variety of terminal alkynes to provide 1,2,4-trisubstituted benzenes in high yield and with high regioselectivity. A chemo- and regioselective intermolecular crossed-cyclotrimerization of dialkyl acetylenedicarboxylates with a variety of terminal alkynes has also been developed based on the use of the cationic rhodium(I)/H8-BINAP complex, furnishing 3,6-disubstituted phthalates in high yields. It constitutes a highly efficient new method for intermolecular crossed-cyclotrimerization of two different monoynes in terms of catalytic activity, chemo- and regioselectivity, scope of substrates, and ease of operation. The versatility of this new crossed-alkyne cyclotrimerization procedure is demonstrated through its application to one-step synthesis of a [6]metacyclophane and [7]-[12]paracyclophanes from the corresponding terminal α,ω-diynes. Mechanistic studies have revealed that the chemo- and regioselectivity of this crossed-alkyne cyclotrimerization are determined by the preferential formation of a specific rhodium metallacycle derived from a terminal alkyne and a dialkyl acetylenedicarboxylate.

New C-C bond formation through the nickel-catalysed electrochemical coupling of 1,3-enynes and carbon dioxide

A series of 1,3-enynes has been carboxylated in a nickel-catalysed electrochemical reaction carried out in a single-compartment cell fitted with a consumable magnesium anode.When 2,2'-bipyridine (bipy) or pentamethyldiethylene triamine (PMDTA) are added a