Kinetic Benchmarking Reveals the Competence of Prenyl Groups in Ring-Closing Metathesis

Kinetic Benchmarking Reveals the Competence of Prenyl Groups in Ring-Closing Metathesis
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DOI:
10.1021/acs.orglett.7b02492
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发表时间:
2017-10-06
期刊:
影响因子:
5.2
通讯作者:
Savage, G. Paul
Savage, G. Paul
中科院分区:
化学1区
文献类型:
--
作者:
Bahou, Karim A.;Braddock, D. Christopher;Savage, G. Paul

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一系列的异戊二烯基丙二酸酯的动力学基准对标准的烯丙基含同系物使用钌苄叉预催化剂的闭环复分解。异戊烯基基团被发现是一个上级受体烯烃相比,烯丙基在RCM方法与钌亚烷基衍生自末端烯烃。异戊烯基也被发现是一个非常称职的受体钌烷叉衍生自1,1-二取代的烯烃在RCM方法。
A series of prenyl-containing malonates are kinetically benchmarked against the standard allyl-containing congeners using a ruthenium benzylidene precatalyst for ring-closing metatheses. The prenyl grouping is found to be a superior acceptor olefin compared to an allyl group in RCM processes with ruthenium alkylidenes derived from terminal alkenes. The prenyl group is also found to be a highly competent acceptor for a ruthenium alkylidene derived from a 1,1-disubstituted olefin in a RCM process.