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Showing 1 to 9 of 9 for “"Cyclobutene"”.
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The photochemical and mechanochemical ring opening of cyclobutene from first principles
… reaction is the electrocyclic ring opening of cyclobutene. The stereochemical outcome of this reaction can typically be predicted using the Woodward-Hoffmann rules, which are based on conservation of orbital symmetry. According to these rules, the thermal ring opening reaction will proceed in …
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Manipulation of ring strain and antiaromaticity in the design and synthesis of unique optoelectronic materials
… unsaturation and ring strain, 3,4-bis(methylene)cyclobutene presents an intriguing building block for a variety of polycyclic macromolecules. The syntheses of several derivatives of 3,4-bis(benzylidene)cyclobutene are reported. Previously unknown 1,2-dibromo-3,4-bis(benzylidene)cyclobutene was …
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Synthetic Methodology and Application of Enamine [2+2] Cyclisations for Cyclobutane Synthesis. Development of Integrin Antagonists as Anticancer Therapeutics Towards a Total Synthesis of Providencin
… synthesis of a highly functionalised enatiopure cyclobutene suitable for inclusion into the total synthesis. A model furyl cyclobutane has also been synthesised to exemplify the route from the enantiopure cyclobutene through to the furyl cyclobutane fragment of providencin.
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Ring-opening Metathesis Polymerization for the Creation of Responsive Colloids and Surfaces
… Mustard Gas. In Chapter 5, a sterically hindered cyclobutene is synthesized as a potential ROMP monomer and its polymerization reactivity is explored. This cyclobutene is further epoxidated to give a highly reactive cyclobutane epoxide, of which the reactivities at high temperature are …
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Chemical synthesis of glycosylated oligoribonucleotides for siRNA development
… which involved the use of 3,4~diethoxy-3-cyclobutene-l,2- dione (diethyl squarate) as the linking reagent. First, a glycan moiety containing an amino group reacted with diethyl squarate to form an activated glycan, which further reacted with an amino modified oligoribonucleotide to form a …
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Investigation of the Steric and Electronic Properties of 3-Iminophosphine Ligands in Chelated Palladium Allyl Complexes for Use in the Regioselective Hydroamination of Allenes
… ligand composed of di-tert-butyl phosphine, cyclobutene backbone, and tert-butyl imine provided the most active palladium catalyst for this hydroamination when compared to the other complexes in the collection. Larger alicyclic backbone sizes decrease catalytic activity, as does steric …
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The rearrangement of cyclopropyl carbenes
… sulphonyl hydrazone itself gives rise mainly to cyclobutene. The direction of ring opening has been determined from a study of asymmetrically substituted cyclopropyl carbenes, The substitution pattern in the product cyclobutenes indicated that the least substituted bond of the cyclopropane ring …
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Pericyclic reactions in organic synthesis
… of conjugated enynes with activated cyclobutene derivatives to access intermediates containing bicyclo[4.2.0]-2,4-octadiene moieties that then undergo electrocyclic ring opening reactions to provide 1,3,5-cyclooctatrienes. Five novel cyclooctatrienes have been prepared using this …
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New Purification Strategies and Monomer Platforms for Ruthenium-Initiated Living Ring-Opening Metathesis Polymerization
… diester— which contains an electron-deficient cyclobutene that is resistant to ROMP—and its polymer p(TCND) are shown to be highly reactive toward base-catalyzed conjugate addition with thiols, providing a protecting/activating-group free strategy for post-polymerization modification. Chapter …