402955-92-4Relevant academic research and scientific papers
Merging NiH Catalysis and Inner-Sphere Metal-Nitrenoid Transfer for Hydroamidation of Alkynes
Lyu, Xiang,Zhang, Jianbo,Kim, Dongwook,Seo, Sangwon,Chang, Sukbok
supporting information, p. 5867 - 5877 (2021/05/06)
The formal hydroamination/hydroamidation utilizing metal hydride is an appealing synthetic tool for the construction of valuable nitrogen-containing compounds from unsaturated hydrocarbons. While significant advances have been made for the functionalizations of alkenes in this realm, the direct hydroamidation of alkynes remains rather limited due to the high feasibility of the key metal-alkenyl intermediate to choose other reaction pathways. Herein, we report a NiH-catalyzed strategy for the hydroamidation of alkynes with dioxazolones, which allows convenient access to synthetically useful secondary enamides in (E)-anti-Markovnikov or Markovnikov selectivity. The reaction is viable for both terminal and internal alkynes and is also tolerant with a range of subtle functional groups. With H2O found as an essential component for high catalyst turnovers, the involvement of inner-sphere nitrenoid transfer is proposed that outcompetes an undesired semireduction process, thus representing the first example to show the competence of Ni catalysis for metal-nitrenoid formation from dioxazolones.
First class of phosphorus dendritic compounds containing β-cyclodextrin units in the periphery prepared by CuAAC
Caminade, Anne-Marie,González-Méndez, Israel,Illescas, Javier,Moineau-Chane Ching, Kathleen I.,Rivera, Ernesto,Sorroza-Martínez, Kendra,Vonlanthen, Mireille
, (2020/09/21)
A new class of phosphorus dendritic compounds (PDCs) having a cyclotriphosphazene (P3N3) core and decorated with six β-cyclodextrin (βCD) units, named P3N3-[O-C6H4-O-(CH2)n-βCD]6, where n = 3 or 4 was designed, and the synthesis was performed using copper (I) catalyzed alkyne-azide cycloaddition (CuAAC). To obtain the complete substitution of the P3N3, two linkers consisting of an aromatic ring and an aliphatic chain of two different lengths were assessed. We found that, with both linkers, the total modification of the periphery was achieved. The two new obtained dendritic compounds presented a considerably high water solubility (>1 g/mL). The compounds comprised in this new class of PDCs are potential drug carrier candidates, since the conjugation of the βCD units to the P3N3 core through the primary face will not only serve as surface cover but, also, provide them the faculty to encapsulate various drugs inside the βCDs cavities.
Synthesis and thermal and photoluminescence properties of liquid crystalline polyacetylenes containing 4-alkanyloxyphenyl trans-4-alkylcyclohexanoate side groups
Ting, Ching-Hua,Chen, Jiun-Tai,Hsu, Chain-Shu
, p. 1180 - 1189 (2007/10/03)
Two series of polyacetylenes containing 4-alkanyloxyphenyl trans-4-n-alkylcyclohexanoate were synthesized using [Rh(nbd)Cl]2, MoCl5, and WCl6 as initiators. Polymers 1P-3P, which contain no flexible spacer, show no mesomorphic properties due to the rigid poly(phenylacetylene) backbone. Polymers 4P-9P, which contain three or four methylene units in their spacers, exhibit both SA and Sc phases. X-ray diffraction diagrams reveal that the liquid crystalline polyacetylene display an interdigitated bilayer structure for the smectic phases. Polymers 4P-9P are photoluminescent, and their emission wavelengths are about 500 nm. The photoluminescence intensity increased dramatically when a liquid crystalline polyacetylene was blended with poly(methyl methacrylate).
