13225-62-2

Upstream product

• 591-50-4 iodobenzene 
• 871-84-1 1,7-Octadiyne 
• 628-21-7 1,4-Diiodobutane 
• 4440-01-1 lithium phenylacetylide 
• 536-74-3 phenylacetylene 
• 108-86-1 bromobenzene 
• 49769-37-1 1,8-diphenyl-octane-1,8-dione disemicarbazone 
• 49769-12-2 4,4'-diphenyl-5,5'-butane-1,4-diyl-bis-[1,2,3]selenadiazole 

Downstream Products

• 121573-72-6 (2,6-Dimethyl-phenyl)-(1,3-diphenyl-4,5,6,7-tetrahydro-inden-2-ylidene)-amine 
• 92013-67-7 (E,E)-1,2-bis(phenylmethylene)cyclohexane 
• 382654-35-5 1,2,5-triphenylphosphole 
• 869373-35-3 [Fe(C₅H₅)(PC₂(C₆H₅)2C₆H₈)] 
• 92013-67-7 1,2-bis(phenylmethylidene)cyclohexane 
• 1380538-47-5 8-chloro-7,9-diphenyl-8-aluminabicyclo[4.3.0(1,6)]nona-1⁽⁹⁾,6⁽⁷⁾-diene 
• 74563-32-9 1,3-diphenyl-4,5,6,7-tetrahydroisobenzofuran 
• 1352608-56-0 [(η4-(CH2)4C4Ph2)Co(η5-C5H5)] 
• 1352608-57-1 [(η4-(CH2)4C4Ph2CO)Co(η5-C5H5)] 
• 92760-00-4 5,8-diphenyl-1,2,3,4-tetrahydronaphthalene 
• 1131477-44-5 1,4-diphenyl-5,6,7,8-tetrahydronaphthalen-2-ol 
• 1026120-45-5 (Z)-2-[(E)-(2-benzylidenecyclohexylidene)(phenyl)methyl]isoindoline-1,3-dione 
• 144269-95-4 η₄-{1,3-diphenyl-4,5,6,7-tetrahydro-2H-inden-2-one}iron⁰ tricarbonyl 

Relevant academic research and scientific papers

A zirconocene-coupling route to substituted poly(p- phenylenedienylene)s: Band Gap tuning via conformational control

A series of substituted poly(p-phenylenediyne)s (1a-f) was synthesized by the palladium-catalyzed cross-coupling condensation of terminal dialkynylalkanes with substituted diiodobenzenes. Polymerizations were conducted with 1,4-diiodo-5-hexoxy-2-methoxybe

Enabling the Use of Alkyl Thianthrenium Salts in Cross-Coupling Reactions by Copper Catalysis

Alkyl groups are one of the most widely used groups in organic synthesis. Here, a a series of thianthrenium salts have been synthesized that act as reliable alkylation reagents and readily engage in copper-catalyzed Sonogashira reactions to build C(sp3)?C(sp) bonds under mild photochemical conditions. Diverse alkyl thianthrenium salts, including methyl and disubstituted thianthrenium salts, are employed with great functional breadth, since sensitive Cl, Br, and I atoms, which are poorly tolerated in conventional approaches, are compatible. The generality of the developed alkyl reagents has also been demonstrated in copper-catalyzed Kumada reactions.

Chemoselective formation of cyclo-aliphatic and cyclo-olefinic 1,3-diolsviapressure hydrogenation of potentially biobased platform molecules using Kn?lker-type catalysts

The hydrogenative conversions of the biobased platform molecules 4-hydroxycyclopent-2-enone and cyclopentane-1,3-dione to their corresponding 1,3-diols are established using a pre-activated Kn?lker-type iron catalyst. The catalyst exhibits a high selectivity for ketone reduction, and does not induce dehydration. Moreover, by using different substituents of the ligand, thecis-transratio of the products can be affected substantially. A decent compatibility of this catalytic system with various structurally related substrates is demonstrated.

Transition-Metal-Free Sulfuration/Annulation of Alkenes: Economical Access to Thiophenes Enabled by the Cleavage of Multiple C-H Bonds

A novel, atom economical, and transition-metal-free strategy for the synthesis of thiophenes from substituted buta-1-enes with potassium sulfide has been presented. The reaction achieves double C-S bond formations via cleavage of multiple C-H bonds and provides an efficient approach to access various functionalized thiophenes. Moreover, the strategy can also be used for the synthesis of thiophenes from 1,4-diaryl-1,3-dienes. Mechanistically, DMSO plays a role of oxidant and S3?- in situ generated from K2S is involved.

Use of (cyclopentadienone)iron tricarbonyl complexes for c-n bond formation reactions between amines and alcohols

The application of a series of (cyclopentadienone)iron tricarbonyl complexes to "borrowing hydrogen" reactions between amines and alcohols was completed in order to assess their catalytic activity. The electronic variation of the aromatic groups flanking the C?O of the cyclopentadienone influenced the efficiency of the reactions; however, in other cases, the Kn?lker catalyst 1, containing trimethylsilyl groups flanking the cyclopentadienone ketone, gave the best results. In some cases, the change of the ratio of amine to alcohol improves the conversion significantly. The application of iron catalysts to the synthesis of a range of amines, including unsaturated amines, was investigated.

Double arylation of diynes and alkynylation of functionalized heteroaryl halides by a practical heck reaction in an ionic liquid

The efficient palladium-catalyzed alkynylation of electron-rich bromoheteroarenes, incorporating deactivating electron-donating methyl and methoxy groups, and the (hetero)arylation of diynes, take place in the imidazolium ionic liquid [BMIM][BF4/sub

Ruthenium-catalyzed cascade reactions of diynes with norbornadiene -synthesis of norbornene derivatives

Norbomene derivatives 7-11 were prepared from norbornadiene and the corresponding diynes by Ru-catalyzed [(2+2)+2] cycloaddition and subsequent transfer hydrogenation. The structure and stereochemistry of the cycloadducts were confirmed by X-ray crystal a

Silver-catalyzed alkyl-alkyl homo-coupling of Grignard reagents

Oxidative homo-coupling of alkyl Grignard reagents possessing β-hydrogens proceeded with high selectivity in the presence of silver tosylate (AgOTs) as a catalyst (1 mol %) and 1,2-dibromoethane as a reoxidant. Copyright

A direct and stereocontrolled route to conjugated enediynes

A unified synthetic route to 3-hex-en-1,5-diynes, a key building block found in many of the enediyne antitumor agents and designed materials, was developed. The method, which relies on a carbenoid coupling-elimination strategy is tolerant of a wide range of functionalities, and was applied to the synthesis of a variety of linear and cyclic enediynes. Reaction parameters can be adjusted to control stereoselectivity of the process, producing linear enediynes from 1:12 to >100:1 E:Z ratio, and in the case of cyclic enediynes, giving the exclusively Z C-9, C-10, or C-11 products. Key features of the process are the ready availability of precursors and the mildness and efficiency of the reaction. Application of the process in the design of materials precursors and preparation of enediyne antitumor agents are presented.

Palladium-catalysed coupling of terminal alkynes with aryl halides aided by catalytic zinc

The palladium-catalysed coupling of aryl halides with terminal alkynes can be performed using base, zinc chloride and sodium iodide. This protocol represents a convenient method for the generation of nucleophilic acetylides in situ.