Functional α,ω-dienes via thiol-Michael chemistry: synthesis, oxidative protection, acyclic diene metathesis (ADMET) polymerization and radical thiol–ene modification

QR Code

Functional α,ω-dienes via thiol-Michael chemistry: synthesis, oxidative protection, acyclic diene metathesis (ADMET) polymerization and radical thiol–ene modification

The synthesis of the novel α,ω-diene 2-(undec-10-en-1-yl)tridec-12-en-1-yl acrylate is described. Thiol-Michael coupling of this substrate followed by chemoselective oxidation of the thioether moiety with triazotriphosphorine tetrachloride (TAPC) furnished a suite of functional and symmetrical ADMET...

Full description

Bibliographic Details
Main Authors:	van Hensbergen, J., Gaines, T., Wagener, K., Burford, R., Lowe, Andrew
Format:	Journal Article
Published:	R S C Publications 2014
Online Access:	http://hdl.handle.net/20.500.11937/15406

Similar Items

Nucleophile-initiated thiol-michael reactions: Effect of organocatalyst, thiol, and Ene
by: Chan, J., et al.
Published: (2010)

Thiol-Michael coupling chemistry: Facile access to a library of functional exo-7-oxanorbornenes and their ring-opening metathesis (co)polymerization
by: Liu, M., et al.
Published: (2012)

Post-functionalization of a ROMP polymer backbone via radical thiol-ene coupling chemistry
by: Van Hensbergen, J., et al.
Published: (2013)

Thiol-Michael coupling and ring-opening metathesis polymerization: Facile access to functional exo-7-oxanorbornene dendron macromonomers
by: Liu, M., et al.
Published: (2014)

Combining Ring-Opening Metathesis Polymerisation and Thiol-ene Coupling Chemistries: Facile Access to Novel Functional Linear and Non-linear Macromolecules
by: Lowe, Andrew, et al.
Published: (2014)

Sequential thiol-ene/thiol-ene and thol-ene/thiol-yne reactions as a route to well-defined mono and bis end-functionalized poly(N-isopropylacrylarnide)
by: Yu, B., et al.
Published: (2009)

Sequential phosphine-catalyzed, nucleophilic thiol ene/radical-mediated thiol-yne reactions and the facile orthogonal synthesis of polyfunctional materials
by: Chan, J., et al.
Published: (2009)

Nucleophilic thiol-Michael chemistry and hyperbranched (co)polymers: Synthesis and ring-opening metathesis (co)polymerization of novel difunctional exo-7-oxanorbornenes with in situ inimer formation
by: Liu, M., et al.
Published: (2013)

Thiol-ene "click" reactions and recent applications in polymer and materials synthesis
by: Lowe, Andrew
Published: (2010)

ROMP (co)polymers with pendent alkyne side groups: post-polymerization modification employing thiol–yne and CuAAC coupling chemistries
by: van Hensbergen, J., et al.
Published: (2014)

Thiol-ene “Click” Reactions and Recent Applications in Polymer and Materials Synthesis: A First Update
by: Lowe, Andrew
Published: (2014)

The nucleophilic, phosphine-catalyzed thiol-ene click reaction and convergent star synthesis with RAFT-prepared homopolymers
by: Chan, J., et al.
Published: (2009)

Making silicone rubber highly resistant to bacterial attachment using thiol-ene grafting
by: Magennis, Eugene Peter, et al.
Published: (2016)

The thiol-isocyanate click reaction: Facile and quantitative access to ?-end-functional poly(N,N-diethylacrylamide) synthesized by RAFT radical polymerization
by: Li, H., et al.
Published: (2009)

RAFT polymerization and thiol chemistry: A complementary pairing for implementing modern macromolecular design
by: Roth, P., et al.
Published: (2011)

Photopolymerization of thiol-alkynes: Polysulfide networks
by: Chan, J., et al.
Published: (2009)

Thiol-yne Chemistry in Polymer and Materials Science
by: Lowe, Andrew, et al.
Published: (2013)

Multifunctional poly[N-(2-hydroxypropyl)methacrylamide] copolymers via postpolymerization modification and sequential thiol–ene chemistry
by: Francini, Nora, et al.
Published: (2015)

One-pot synthesis of colloidal silicon quantum dots and surface functionalization via thiol-ene click chemistry
by: Cheng, X., et al.
Published: (2012)

Thiol-based click chemistries in polymer: Synthesis and modification
by: Lowe, Andrew, et al.
Published: (2010)

Convergent synthesis of 3-arm star polymers from RAFT-prepared poly(N,N-diethylacrylamide) via a thiol-ene click reaction
by: Chan, J., et al.
Published: (2008)

On the mechanism of the selective oxidation of n-butane, but-1-ene and but-1,3-diene to maleic anhydride over a vanadyl pyrophosphate catalyst
by: Yap, Taufiq Yun Hin, et al.
Published: (1997)

Functional (Co)Polymers via a Combination of Reversible Deactivation Radical Polymerisation Techniques and Thiol-based ‘Click’/Conjugation Chemistries
by: Lowe, Andrew
Published: (2017)

Estimation of conjugated dienes in gasoline by GC-MS
by: Periasamy, Vijay, et al.
Published: (2017)

Thiol-reactive Passerini-methacrylates and Polymorphic Surface Functional Soft Matter Nanoparticles via Ethanolic RAFT Dispersion Polymerization and Post-polymerization Modification
by: Pei, Y., et al.
Published: (2015)

End-Group Functionalization of RAFT-prepared Polymers Using Thiol-X Chemistries
by: Lowe, Andrew
Published: (2013)

Thiol-yne ‘click’/coupling chemistry and recent applications in polymer and materials synthesis and modification
by: Lowe, Andrew
Published: (2014)

Thiol-yne click chemistry: A powerful and versatile methodology for materials synthesis
by: Lowe, Andrew, et al.
Published: (2010)

Thiol-click chemistry: A multifaceted toolbox for small molecule and polymer synthesis
by: Hoyle, C., et al.
Published: (2010)

A Scalable Synthesis of Chiral Himbert Diene Ligands for Asymmetric Catalysis
by: LI, Hongyi
Published: (2024)

Implementation of computer simulation tools for process and layout planning / Emilia Dien
by: Dien, Emilia
Published: (2009)

Preparation And Properties Of Sepiolite-Filled Ethylene Propylene Diene Terpolymer Composites
by: Mohd Zaini, Nurul Aizan
Published: (2020)

Ultrasonic-assisted extraction of thiols from garlic bulb
by: Ismail, Nur Izzah, et al.
Published: (2013)

Ultrasonic-assisted extraction of thiols from garlic bulbs
by: Ismail, Nur Izzah, et al.
Published: (2014)

Cages on Surfaces: Thiol Functionalisation of CoIII Sarcophagine Complexes
by: Harrowfield, J., et al.
Published: (2007)

The synthesis of ortho-fused cycloocta-2,5-dien-1-one cores and their derivatisation
by: Eccleshare, Lee
Published: (2017)

Phase separation behaviour in blends of isotactic polypropylene and ethylene-propylene diene terpolymer ZSY
by: Chen, C. Y., et al.
Published: (1997)

Curing, Mechanical And Aging Properties Of Bentonite Filled Ethylene Propylene Diene Monomer Composites
by: Mat, Nurus Sakinah Che
Published: (2018)

Thiol capped gold nanoparticles-based colorimetric sensor for mercury detection
by: Alang Ahmad, Shahrul Ainliah, et al.
Published: (2017)

Synthesis, thiol-yne "click" photopolymerization, and physical properties of networks derived from novel multifunctional alkynes
by: Chan, J., et al.
Published: (2010)