Deprotonative approach to poly(1,3-phenylene) synthesis by palladium-catalyzed cross-coupling polymerization

IF 2.1 3区化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR

Journal of Organometallic Chemistry Pub Date : 2024-12-20 DOI:10.1016/j.jorganchem.2024.123488

Farid Fithrie bin Zainal Annuar , Shuichi Ikeda , Kentaro Okano , Atsunori Mori

引用次数: 0

Abstract

The directing effect of oxygen atom in 4-halo-alkoxybenzene allowed ortho-lithiation at the carbon atom adjacent to the oxygen atom using lithium 2,2,6,6-tetramethylpiperidide (LiTMP). The obtained organolithium intermediate was trapped by a boron reagent to afford 2-borylated 4-halo-alkoxybenzene. The arylboronate underwent palladiumcatalyzed cross-coupling polymerization to give regioregular poly(1,3-phenylene) with the average degree of polymerization (DPn) close to the theoretical one based on the ratio of monomer feed vs. catalyst loading. The overall borylation-polymerization sequence was also found to proceed in a one-pot manner to afford poly(1,3-phenylene).

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来源期刊

Journal of Organometallic Chemistry 化学-无机化学与核化学

CiteScore

4.40

自引率

8.70%

发文量

221

审稿时长

36 days

期刊介绍： The Journal of Organometallic Chemistry targets original papers dealing with theoretical aspects, structural chemistry, synthesis, physical and chemical properties (including reaction mechanisms), and practical applications of organometallic compounds. Organometallic compounds are defined as compounds that contain metal - carbon bonds. The term metal includes all alkali and alkaline earth metals, all transition metals and the lanthanides and actinides in the Periodic Table. Metalloids including the elements in Group 13 and the heavier members of the Groups 14 - 16 are also included. The term chemistry includes syntheses, characterizations and reaction chemistry of all such compounds. Research reports based on use of organometallic complexes in bioorganometallic chemistry, medicine, material sciences, homogeneous catalysis and energy conversion are also welcome. The scope of the journal has been enlarged to encompass important research on organometallic complexes in bioorganometallic chemistry and material sciences, and of heavier main group elements in organometallic chemistry. The journal also publishes review articles, short communications and notes.