标题:Theoretical insight into the mechanism of Pt(II)-catalyzed [3+2] cycloaddition reactions of propadienyl silyl ethers with alkenyl ethers
作者:Han, Ling-Li; Liu, Tao
作者机构:[Han, Ling-Li; Liu, Tao] Jining Univ, Dept Chem & Chem Engn, Qufu 273155, Shandong, Peoples R China.; [Liu, Tao] Shandong Univ, Sch Chem & Chem Engn 更多
通讯作者:Liu, T
通讯作者地址:[Liu, T]Jining Univ, Dept Chem & Chem Engn, Qufu 273155, Shandong, Peoples R China.
来源:JOURNAL OF ORGANOMETALLIC CHEMISTRY
出版年:2013
卷:724
页码:192-199
DOI:10.1016/j.jorganchem.2012.11.020
关键词:Propadienyl silyl ethers; Alkenyl ethers; Cycloaddition;; Pt(II)-catalyst; DFT
摘要:By carrying out DFT calculations, we have performed a detailed mechanism study on the Pt(II)-catalyzed [3 + 2] cycloaddition reactions of propadienyl silyl ethers with alkenyl ethers. We calculate the mechanism proposed by Iwasawa et al. about the cycloaddition reactions of triisopropylsilyl (TIPS) 1,2-propadienyl ether (1a) with 2-methoxypropene (2a), tert-butyldiphenylsilyl (TBDPS) 1,2-propadienyl ether (1b) with 2a, and 1b with benzyl substituted alkenyl ether (2b), respectively. The calculated results show that the two reactions proceed according to similar elementary step mechanism. For the cycloaddition reaction of 1a with 2a, the products are cyclopentene derivative 3a and methylenecyclobutane derivative 4a. In contrast, for the cycloaddition reaction of 1b with 2a and 1b with 2b, due to the less electron-donating TBDPS group and the more steric repulsion between TBDPS group and the metal fragment, the predominant product is 3a. (C) 2012 Elsevier B.V. All rights reserved.
收录类别:EI;SCOPUS;SCIE
WOS核心被引频次:2
Scopus被引频次:2
资源类型:期刊论文
原文链接:https://www.scopus.com/inward/record.uri?eid=2-s2.0-84870703937&doi=10.1016%2fj.jorganchem.2012.11.020&partnerID=40&md5=4219dc47c2eb1bd08b1ebe76c82d07c1
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