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多金属Ni-和Pd-催化交叉电友合以形成高度替代的1,3-二烯

Astrid M Olivares¹, Daniel J Weix^1,2

¹University of Rochester , Rochester, New York 14627-0216, United States.

Journal of the American Chemical Society

|February 9, 2018

概括

这项研究引入了一种新方法,使用乙烯基和乙烯基三联接合成高度替代的1,3-二烯. 这种由和复合物催化的新反应能有效地产生以前难以获得的复杂.

科学领域:

有机化学
催化剂
合成方法

背景情况:

高度替代的1,3-二烯是有机合成中有价值的构建块.
合成这些化合物的现有方法通常范围或效率有限.

研究的目的:

开发一种新且高效的三和五替代1,3合成方法.
探索新合成策略的范围和局限性.

主要方法:

乙烯基化物和乙烯基三酸盐之间的合反应.
使用 (5,5'-bis(trifluoromethyl) -2'-bipyridine) NiBr2 和 (1,3-bis(diphenylphosphino) propane) PdCl2 的组合进行催化.
加入一个减少剂以促进合.

主要成果:

成功合成了四和五替代的1,3-dienes.
对各种功能组具有很高的耐受性,包括电子丰富/电子贫乏的替代物,异环环,烯和皮纳科尔酸.
展示一个不寻常的介导的基转移机制,涉及和.

结论:

已经建立了合成复杂的1,3-dienes的全新多功能方法.
开发的催化系统提供了广泛的功能群耐受性,使得以前具有挑战性的分子架构可以使用.
机械研究表明一种新的触媒途径涉及.

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