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钌烷基配合物的合成。

Synthesis of Ru alkylidene complexes.

机构信息

Evonik Degussa GmbH, Rodenbacher Chaussee 4, 63457 Hanau-Wolfgang, Germany.

出版信息

Beilstein J Org Chem. 2011 Jan 21;7:104-10. doi: 10.3762/bjoc.7.14.

DOI:10.3762/bjoc.7.14
PMID:21286400
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3028570/
Abstract

The present work describes the robust synthesis of Ru alkylidene complexes (PCy(3))(2)Cl(2)Ru=CHR - precursors for metathesis catalysts. Moreover, the dynamic behavior of complexes where R = 2-naphthyl and 2-thienyl was studied. (1)H NMR techniques were employed to establish the preferred conformations in solution for both complexes and the energy barrier for rotation around single (Ru=)CH-C(thienyl) bond was estimated (ΔG(≠) (303K) = 12.6 kcal/mol).

摘要

本工作描述了 Ru 亚烷基配合物（PCy(3))(2)Cl(2)Ru=CHR 的稳健合成 - 这是用于复分解催化剂的前体。此外，还研究了 R = 2-萘基和 2-噻吩基的配合物的动态行为。采用 (1)H NMR 技术确定了两种配合物在溶液中的优势构象，并估计了单 (Ru=)CH-C(噻吩基)键旋转的能垒（ΔG(≠)（303K）= 12.6 kcal/mol）。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb55/3028570/50e6d70c1ea8/Beilstein_J_Org_Chem-07-104-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb55/3028570/2889b70a60d0/Beilstein_J_Org_Chem-07-104-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb55/3028570/d3d6bb7718fa/Beilstein_J_Org_Chem-07-104-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb55/3028570/b50ed14c1392/Beilstein_J_Org_Chem-07-104-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb55/3028570/eb565b172fd3/Beilstein_J_Org_Chem-07-104-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb55/3028570/96a722a65441/Beilstein_J_Org_Chem-07-104-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb55/3028570/33d78564995b/Beilstein_J_Org_Chem-07-104-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb55/3028570/85b82e069c0d/Beilstein_J_Org_Chem-07-104-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb55/3028570/b9e577533b46/Beilstein_J_Org_Chem-07-104-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb55/3028570/50e6d70c1ea8/Beilstein_J_Org_Chem-07-104-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb55/3028570/2889b70a60d0/Beilstein_J_Org_Chem-07-104-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb55/3028570/d3d6bb7718fa/Beilstein_J_Org_Chem-07-104-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb55/3028570/b50ed14c1392/Beilstein_J_Org_Chem-07-104-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb55/3028570/eb565b172fd3/Beilstein_J_Org_Chem-07-104-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb55/3028570/96a722a65441/Beilstein_J_Org_Chem-07-104-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb55/3028570/33d78564995b/Beilstein_J_Org_Chem-07-104-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb55/3028570/85b82e069c0d/Beilstein_J_Org_Chem-07-104-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb55/3028570/b9e577533b46/Beilstein_J_Org_Chem-07-104-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb55/3028570/50e6d70c1ea8/Beilstein_J_Org_Chem-07-104-g005.jpg

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本文引用的文献

1
A Novel Class of Ruthenium Catalysts for Olefin Metathesis.用于烯烃复分解反应的新型钌催化剂
Angew Chem Int Ed Engl. 1998 Oct 2;37(18):2490-2493. doi: 10.1002/(SICI)1521-3773(19981002)37:18<2490::AID-ANIE2490>3.0.CO;2-X.
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Ruthenium Trichloride, Tricyclohexyl- phosphane, 1-Alkynes, Magnesium, Hydrogen, and Water-Ingredients of an Efficient One-Pot Synthesis of Ruthenium Catalysts for Olefin Metathesis.三氯化钌、三环己基膦、1-炔烃、镁、氢气和水——用于烯烃复分解反应的高效一锅法合成钌催化剂的成分
Angew Chem Int Ed Engl. 1998 May 4;37(8):1124-1126. doi: 10.1002/(SICI)1521-3773(19980504)37:8<1124::AID-ANIE1124>3.0.CO;2-C.
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Ruthenium-based heterocyclic carbene-coordinated olefin metathesis catalysts.
钌基杂环卡宾配位烯烃复分解催化剂。
Chem Rev. 2010 Mar 10;110(3):1746-87. doi: 10.1021/cr9002424.
4
Predicting the cis-trans dichloro configuration of group 15-16 chelated ruthenium olefin metathesis complexes: a DFT and experimental study.预测第 15-16 族螯合钌烯烃复分解配合物的顺反二氯构型：DFT 和实验研究。
Inorg Chem. 2009 Nov 16;48(22):10819-25. doi: 10.1021/ic901444c.
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Ruthenium-based olefin metathesis catalysts bearing N-heterocyclic carbene ligands.带有氮杂环卡宾配体的钌基烯烃复分解催化剂。
Chem Rev. 2009 Aug;109(8):3708-42. doi: 10.1021/cr800524f.
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Thermochemical properties, rotation barriers, and group additivity for unsaturated oxygenated hydrocarbons and radicals resulting from reaction of vinyl and phenyl radical systems with O2.乙烯基和苯基自由基体系与O2反应生成的不饱和氧化烃及其自由基的热化学性质、旋转势垒和基团加和性。
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