Exploring the role of phosphorus substituents on the enantioselectivity of Ru-catalysed ketone hydrogenation using tridentate phosphine-diamine ligands

Exploring the role of phosphorus substituents on the enantioselectivity of Ru-catalysed ketone hydrogenation using tridentate phosphine-diamine ligands
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DOI:
10.1039/c1cy00253h
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发表时间:
2011-10
影响因子:
5
通讯作者:
S. Phillips;Kristian H. O. Andersson;N. Kann;Michael T Kuntz;P. Wawrzyniak;M. Clarke
S. Phillips;Kristian H. O. Andersson;N. Kann;Michael T Kuntz;P. Wawrzyniak;M. Clarke
中科院分区:
化学2区
文献类型:
--
作者:
S. Phillips;Kristian H. O. Andersson;N. Kann;Michael T Kuntz;P. Wawrzyniak;M. Clarke

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以膦醛为原料合成了一系列新的膦二胺配体,并验证了一个假设,即在Ru催化酮加氢反应中,较大的P-取代基会增加对(S)异构体的对映体选择性;这一假设的成功验证进一步证明了这些催化剂的机理涉及仲胺辅助还原。
Methods to produce a range of new phosphine-diamine ligands from phosphino-aldehydes have been developed and a hypothesis that larger P-substituents would increase the enantioselectivity towards the (S) isomer in Ru-catalysed ketone hydrogenation of acetophenone has been examined; the successful validation of this hypothesis is further evidence that the mechanism of these catalysts involves a secondary amine assisted reduction.