631416-36-9

Upstream product

• 629-05-0 n-octyne 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 7681-65-4 copper(I) iodide 
• 348-06-1 p-carboethoxybenzenediazonium tetrafluoroborate 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 4334-88-7 p-ethoxycarbonylphenylboronic acid 

Downstream Products

• 99209-58-2 4-(1'-n-octynyl)benzyl alcohol 

Relevant academic research and scientific papers

Cross-coupling of arylboronic acids with terminal alkynes in air

A new procedure has been developed for constructing arylalkynes through cross-coupling of terminal alkynes with arylboronic acids catalyzed by a palladium-silver system under mild conditions.

Synthesis, Crystal Structures, and Catalytic Application of Two Triphenylphosphine-Cyclopalladated Ferrocenylpyrazine Complexes Containing Chlorine/Iodine Anion

Two new triphenylphosphine-cyclopalladated ferrocenylpyrazine complexes containing chlorine/iodine anion 2-3 have been easily prepared from the bridge-splitting reaction of the palladacyclic dimer 1 and anion exchange reaction, respectively. They were characterized by elemental analysis, IR, and 1H NMR. Additionally, the structures of these two complexes were determined by single-crystal X-ray analysis and C-H···N hydrogen bonds and π-π interactions were found in the their crystal structures. These complexes displayed good activity in the coupling of terminal alkynes with arylboronic acids under atmospheric conditions. This method provided the corresponding arylalkynes with good to excellent yields.

Dual gold/photoredox-catalyzed C(sp)-H arylation of terminal alkynes with diazonium salts

The arylation of alkyl and aromatic terminal alkynes by a dual gold/photoredox catalytic system is described. Using aryldiazonium salts as readily available aryl sources, a range of diversely-functionalized arylalkynes could be synthesized under mild, base-free reaction conditions using visible light from simple household sources or even sunlight. This process, which exhibits a broad scope and functional group tolerance, expands the range of transformations amenable to dual gold/photoredox catalysis to those involving C-H bond functionalization and demonstrates the potential of this concept to access AuI/AuIII redox chemistry under mild, redox-neutral conditions.

Single electron transfer-induced coupling of alkynylzinc reagents with aryl and alkenyl iodides

Alkynylzinc reagents were found to undergo coupling with aryl and alkenyl iodides to give arylalkynes and alkenylalkynes without the aid of transition metals. The coupling reaction proceeds through a single electron transfer mechanism, where a substoichiometric amount of a phosphine works as an indispensable activator.

Cp*Li as a base: application to palladium-catalyzed cross-coupling reaction of aryl-X or alkenyl-X (X=I, Br, OTf, ONf) with terminal acetylenes

The reaction of aryl-X or alkenyl-X (X=I, Br, OTf, ONf) with terminal acetylenes in the presence of a catalytic amount of Pd(OAc)2 provided the alkynylated products in good yields by using Cp*Li (Cp*=1,2,3,4,5-pentamethylcyclopentadienyl) as a base.

Acetylene compound, liquid crystal composition and liquid crystal element

Provided are novel acetylene compounds which are useful as a component for a liquid crystal composition used for a liquid crystal element, a liquid crystal composition containing said compounds and a liquid crystal element using said liquid crystal composition. The acetylene compound is represented by Formula (1): n-CmH2m+1—C≡C—A—Z1—B—Y1—R1??(1) wherein m represents an integer of 2 to 24; R1represents a linear or branched alkyl group, a linear or branched alkoxyalkyl group, a linear or branched alkenyl group, or a linear or branched alkenyloxyalkyl group each of which may be substituted with a halogen atom; R1may have an asymmetric carbon atom, and the asymmetric carbon atom may be optically active; A and B represents a cyclic group such as a phenylene group, a biphenylene group, a naphthylene group and the like each of which may be substituted with a halogen atom.