ChemInform Abstract: Highly Z- and Enantioselective Ring-Opening/Cross-Metathesis Reactions and Z-Selective Ring-Opening Metathesis Polymerization

This mini-review summarizes the applications of olefin metathesis in synthesis and functionalization of polyhedral oligomeric silsesquioxanes (POSS) and POSS-containing polymeric materials. Three types of processes, i.e., cross metathesis (CM) of vinyl-substituted POSS with terminal olefins, acyclic diene metathesis (ADMET) copolymerization of divinyl-substituted POSS with α,ω-dienes and ring-opening metathesis polymerization (ROMP) of POSS-substituted norbornene (or other ROMP susceptible cycloolefins) are discussed. Emphasis was put on the synthetic and catalytic aspects rather than on the properties and applications of synthesized materials.

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Molecular Weight Control via Cross Metathesis in Photo‐Redox Mediated Ring‐Opening Metathesis Polymerization

Angewandte Chemie ◽

10.1002/ange.202000434 ◽

2020 ◽

Vol 132 (23) ◽

pp. 9159-9164

Author(s):

Victoria K. Kensy ◽

Rachel L. Tritt ◽

Farihah M. Haque ◽

Laura M. Murphy ◽

Daniel B. Knorr ◽

...

Keyword(s):

Molecular Weight ◽

Ring Opening ◽

Weight Control ◽

Ring Opening Metathesis Polymerization ◽

Metathesis Polymerization ◽

Molecular Weight Control ◽

Cross Metathesis

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Selective ring-opening metathesis polymerization (ROMP) of cyclobutenes. Unsymmetrical ladderphane containing polycyclobutene and polynorbornene strands

Beilstein Journal of Organic Chemistry ◽

10.3762/bjoc.15.4 ◽

2019 ◽

Vol 15 ◽

pp. 44-51 ◽

Cited By ~ 3

Author(s):

Yuan-Zhen Ke ◽

Shou-Ling Huang ◽

Guoqiao Lai ◽

Tien-Yau Luh

Keyword(s):

Methyl Ester ◽

Ambient Temperature ◽

Ring Opening ◽

First Generation ◽

Double Bonds ◽

Ring Opening Metathesis Polymerization ◽

Metathesis Polymerization ◽

Selective Ring Opening ◽

Norbornene Derivatives

At 0 °C in THF in the presence of Grubbs first generation catalyst, cyclobutene derivatives undergo ROMP readily, whereas norbornene derivatives remain intact. When the substrate contains both cyclobutene and norbornene moieties, the conditions using THF as the solvent at 0 °C offer a useful protocol for the selective ROMP of cyclobutene to give norbornene-appended polycyclobutene. Unsymmetrical ladderphane having polycyclobutene and polynorbornene as two strands is obtained by further ROMP of the norbornene appended polycyclobutene in the presence of Grubbs first generation catalyst in DCM at ambient temperature. Methanolysis of this unsymmetrical ladderphane gives polycyclobutene methyl ester and insoluble polynorbornene-amide-alcohol. The latter is converted into the corresponding soluble acetate. Both polymers are well characterized by spectroscopic means. No norbornene moiety is found to be incorporated into polycyclobutene strand at all. The double bonds in the polycyclobutene strand are mainly in cis configuration (ca 70%), whereas the E/Z ratio for polynorbornene strand is 8:1.

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ChemInform Abstract: Highly Selective Ring-Opening/Cross-Metathesis Reactions of Norbornene Derivatives Using Selenocarbene Complexes as Catalysts.

ChemInform ◽

10.1002/chin.200115068 ◽

2001 ◽

Vol 32 (15) ◽

pp. no-no

Author(s):

Hiroyuki Katayama ◽

Hideto Urushima ◽

Tsuneo Nishioka ◽

Chikaya Wada ◽

Masato Nagao ◽

...

Keyword(s):

Ring Opening ◽

Cross Metathesis ◽

Metathesis Reactions ◽

Selective Ring Opening ◽

Norbornene Derivatives

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Bis-mixed-carbene ruthenium-thiolate-alkylidene complexes: synthesis and olefin metathesis activity

Dalton Transactions ◽

10.1039/c4dt03137g ◽

2015 ◽

Vol 44 (4) ◽

pp. 1724-1733 ◽

Cited By ~ 5

Author(s):

Fatme Dahcheh ◽

Douglas W. Stephan

Keyword(s):

Olefin Metathesis ◽

Ring Opening ◽

Ring Opening Metathesis Polymerization ◽

Metathesis Polymerization ◽

Cross Metathesis ◽

Vinyl Sulfides ◽

Alkylidene Complexes

A series of bis-carbene Ru-hydride species were prepared and subsequently shown to react with aryl-vinyl-sulfides to give the corresponding biscarbene-alkylidene complexes. The activities of these species for ring-opening metathesis polymerization, ring-closing and cross-metathesis are reported. While these systems are shown to exhibit modest metathesis activities, the reactivity is enhanced in the presence of BCl3.

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