trans-Hydroalkynylation of Internal 1,3-Enynes Enabled by Cooperative Catalysis.

trans-Hydroalkynylation of Internal 1,3-Enynes Enabled by Cooperative Catalysis.
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DOI:
10.1021/jacs.3c00514
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发表时间:
2023-03
影响因子:
15
通讯作者:
Ziyong Wang;Chen Zhang;Jason Wu;Bo Li;A. Chrostowska;P. Karamanis;Shih‐Yuan Liu
Ziyong Wang;Chen Zhang;Jason Wu;Bo Li;A. Chrostowska;P. Karamanis;Shih‐Yuan Liu
中科院分区:
化学1区
文献类型:
--
作者:
Ziyong Wang;Chen Zhang;Jason Wu;Bo Li;A. Chrostowska;P. Karamanis;Shih‐Yuan Liu

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研究了Pd(0)/Senphos络合物、三(五氟苯基)硼烷、溴化铜和胺碱的协同催化体系对内1,3-烯炔的反式炔氢化反应的催化作用。对于第一次,一个刘易斯酸催化剂,以促进涉及新兴的外层氧化反应步骤的反应。所得到的交叉共轭二烯炔是有机合成的多用途的取代基,并且它们的表征揭示了取决于供体/受体取代基沿共轭路径沿着的定位的不同的物理性质。
A cooperative catalyst system involving a Pd(0)/Senphos complex, tris(pentafluorophenyl)borane, copper bromide, and an amine base, is demonstrated to catalyze trans-hydroalkynylation of internal 1,3-enynes. For the first time, a Lewis acid catalyst is shown to promote the reaction involving the emerging outer-sphere oxidative reaction step. The resulting cross-conjugated dieneynes are versatile synthons for organic synthesis, and their characterization reveals distinct photophysical properties depending on the positioning of the donor/acceptor substituents along the conjugation path.