Two Variations of Solvent-Reduced Wittig Olefination Reactions — Comparison of Solventless Wittig Reactions to Wittig Reactions under Ultrasonication with Minimal Work-Up.

ChemInform ◽  
2005 ◽  
Vol 36 (50) ◽  
Author(s):  
Masataka Watanabe ◽  
Goreti Ribeiro Morais ◽  
Shuntaro Mataka ◽  
Keiko Ideta ◽  
Thies Thiemann
Keyword(s):  
Wittig Olefination ◽  
Wittig Reactions ◽  
Minimal Work ◽  
Work Up ◽  
Olefination Reactions

Two Variations of Solvent-Reduced Wittig Olefination Reactions – Comparison of Solventless Wittig Reactions to Wittig Reactions under Ultrasonication with Minimal Work-up [1]

2005 ◽  
Vol 60 (8) ◽  
pp. 909-915 ◽  
Author(s):  
Masataka Watanabe ◽  
Goreti Ribeiro Morais ◽  
Shuntaro Mataka ◽  
Keiko Ideta ◽  
Thies Thiemann
Keyword(s):  
Organic Phase ◽  
Good Yield ◽  
Additional Work ◽  
Wittig Olefination ◽  
Electric Oven ◽  
Wittig Reactions ◽  
Minimal Work ◽  
Biphasic Medium ◽  
Work Up ◽  
Olefination Reactions

Stabilized and semi-stabilized phosphoranes can be subjected to solventless Wittig reactions with carbaldehydes. Simple heating of a mixture of added components at 100 °C in an electric oven gives the corresponding olefins in good yield. Alternatively, the Wittig reactions can be carried out in a biphasic medium under ultrasonication. In this case, the Wittig products can be isolated by simple evaporation of the organic phase without additional work-up.

scholarly journals Post-Polymerization Modification of Ring Opening Metathesis Polymerization (ROMP)-Derived Materials Using Wittig Reactions

Polymers ◽  
2020 ◽  
Vol 12 (6) ◽  
pp. 1247
Author(s):  
Ryan Duty ◽  
Christopher E. Hobbs
Keyword(s):  
Ring Opening ◽  
Phosphonium Salt ◽  
Cross Linking ◽  
Ring Opening Metathesis Polymerization ◽  
One Pot ◽  
Metathesis Polymerization ◽  
Aryl Aldehydes ◽  
Wittig Olefination ◽  
Wittig Reactions ◽  
Olefination Reactions

This communication describes our recent efforts to utilize Wittig olefination reactions for the post-polymerization modification of polynorbornene derivatives prepared through ring opening metathesis polymerization (ROMP). Polymerizing α-bromo ester-containing norbornenes provides polymers that can undergo facile substitution with triphenylphosphine. The resulting polymeric phosphonium salt is then deprotonated to form an ylide that undergoes reaction with various aryl aldehydes in a one-pot fashion to yield the respective cinnamates. These materials can undergo further modification through photo-induced [2 + 2] cycloaddition cross-linking reactions.

scholarly journals Modular solid-phase synthesis, catalytic application and efficient recycling of supported phosphine–phosphite ligand libraries

2016 ◽  
Vol 45 (5) ◽  
pp. 2116-2123 ◽  
Author(s):  
Frank J. L. Heutz ◽  
Paul C. J. Kamer
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Quantitative Yield ◽  
Synthetic Approach ◽  
Phase Synthesis ◽  
Catalytic Application ◽  
Phosphite Ligands ◽  
Minimal Work ◽  
Work Up

A highly modular solid-phase synthetic approach is presented which provides facile access to libraries of recyclable phosphine–phosphite ligands in quantitative yield requiring only minimal work-up.

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