{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T03:48:26Z","timestamp":1760240906169,"version":"build-2065373602"},"reference-count":67,"publisher":"MDPI AG","issue":"20","license":[{"start":{"date-parts":[[2019,10,19]],"date-time":"2019-10-19T00:00:00Z","timestamp":1571443200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>A reaction of silole anion {[MeSiC4Ph4]\u2212\u2022[Li+ or Na+] (1) with anhydrous ferrous chloride (FeCl2) in THF (tetrahydrofuran) gives 1,1\u2032-bis(1-methyl-2,3,4,5-tetraphenyl-1-silacyclopentadienyl) [Ph4C4Si(Me)-(Me)SiC4Ph4] (2) with precipitation of iron metal in high yield. Silole dianion {[SiC4Ph4]2\u2212\u20222[Li+] (3) is added to anhydrous cupric chloride (CuCl2) in THF at \u221278 \u00b0C, then the dark red solution changes into a greenish solution. From the solution, a green solid is isolated, and stirring it in toluene at room temperature provides quantitatively 1,1\u2032-bis(1-chloro-2,3,4,5-tetraphenyl-1-silacyclopentadienyl) [Ph4C4Si(Cl)-(Cl)SiC4Ph4] (4) with precipitation of copper metal in toluene. The green solid is suggested to be 1,1\u2032-bissilolyl bisradical [Ph4C4Si-SiC4Ph4]2\u2022 (8), and lithium cuprous chloride salts {[Li2CuICl2]+\u2022[CuICl2]\u2212}. Both reactions are initiated by single-electron transfer (SET) from the electron-rich anionic silole substrates (1 and 3) to iron(II) and copper(II).<\/jats:p>","DOI":"10.3390\/molecules24203772","type":"journal-article","created":{"date-parts":[[2019,10,21]],"date-time":"2019-10-21T03:40:29Z","timestamp":1571629229000},"page":"3772","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Synthesis of 1,1\u2032-Bis(1-Methyl\/Chloro-2,3,4,5-Tetraphenyl-1-Silacyclopentadienyl) [Ph4C4Si(Me\/Cl)-(Me\/Cl)SiC4Ph4] from Silole Anion [MeSiC4Ph4]\u2212\u2022[Li+ or Na+] and Silole Dianion [SiC4Ph4]2\u2212\u20222[Li+]; Oxidative Coupling of Silole Anion [MeSiC4Ph4]\u2212\u2022[Li+ or Na+] by Ferrous Chloride (FeCl2) and Oxidative Coupling and Chlorination of Silole Dianion [SiC4Ph4]2\u2212\u20222[Li+] by Cupric Chloride (CuCl2)"],"prefix":"10.3390","volume":"24","author":[{"given":"Jang-Hwan","family":"Hong","sequence":"first","affiliation":[{"name":"Department of Nanopolymer Material Engineering, Pai Chai University, 155-40 Baejae-ro (Doma-Dong), Seo-Gu, Daejon 302-735, Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2019,10,19]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"228","DOI":"10.1016\/S0022-328X(00)00438-1","article-title":"Stable aromatic compounds containing heavier group 14 elements","volume":"611","author":"Lee","year":"2000","journal-title":"J. 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