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Allenylphosphine Oxides as Starting Materials for the Synthesis of Conjugated Enynes: Boosting the Catalytic Performance by MOF Encapsulated Palladium Nanoparticles
Author(s) -
Wang XiaoDong,
Wu JinJin,
Sun Xue,
Yang WenChao,
Zhu Jie,
Wu Lei
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201800486
Subject(s) - chemistry , reusability , catalysis , conjugated system , nanomaterial based catalyst , palladium , heterogeneous catalysis , combinatorial chemistry , homogeneous , nanoparticle , nanotechnology , organic chemistry , materials science , polymer , physics , software , computer science , thermodynamics , programming language
A direct coupling of allenylphosphine oxides and alkynes is disclosed here mediated by MOF encapsulated palladium nanocatalysts. The methodology using α ‐allenyl ethers as starting materials provides a heterogeneous approach to generate tri‐conjugated enynes with medium to excellent yields. The reaction tolerates a variety of functional groups to afford a range of structurally diverse substituted conjugated enynes. MOF served as support plays a significant role in dispersing and stabilizing the Pd nanoparticles. When compared with the homogeneous system, the advantage is also witnessed exhibiting a steady and high TOF value as well as the efficient reusability. A remarkable pore‐control effect of the MOF catalysts was also revealed, depending on the dimension of MOF, molecular size of allenylphosphine oxides, alkynes and enynes respectively. Benefitting from the heterogeneous manner, successful recycling of the MOF catalyst was further achieved with high reaction efficiency maintained.