32 research outputs found

    Five-And Six-Membered Cyclic a-Acylvinyl Anionic Synthons: Synthesis of a-Trimethylsilyl-α ,ß-Unsaturated Cycloalkenones and their Conversion into 2-(hydroxydimethylsilyl)cycloalk-2-Enones through Carbon-Silicon Bond Scission

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    Five- and six-membered -trimethylsilyl-,-unsaturated cycloalkenones were prepared by the Wurtz-Fittig coupling reaction of the corresponding 6-bromo1,4 dioxaspiro[4,n]cycloalk-6-enes with sodium and chlorotrimethylsilane. Upon treatment with anhydrous AlCl3, the compounds underwent carbon-silicon bond scission to yield a novel class of compounds: the 2- (hydroxydimethylsilyl)cycloalk-2-enone

    Cyclodienyl 1,3 - Dianionic Synthons: A Novel Synthesis of 5,5 - Dimethyl - 1,3 - Bis - (trimethylsilyl) Cyclohexa - 1,3 - Diene and its Diels - Alder [π4s+π2s] Cycloadditions with Six Dienophiles

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    The synthesis of 5,5-dimethyl-1,3-bis(trimethylsilyl)cyclohexa-1,3-diene: a novel cyclic 1,3-dianionic synthon is reported by the Wurtz-Fittig coupling reaction of 1,3-dichloro-5,5-dimethylcyclohexa-1,3-diene with metallic sodium and chlorotrimethylsilane in anhydrous ether solvent. The compound on further Diels-Alder [π4s+π2s] cycloaddition with five N-substituted maleimides gave five novel cycloadducts: the N-substituted 11,11-dimethyl-1,8-bis(trimethylsilyl)-4- azatricyclo[5.2.2.02,6]undec-8-ene-3,5-diones; and reaction with maleic anhydride yielded the novel 11,11-dimethyl-1,8- bis(trimethylsilyl)-4-oxotricyclo[5.2.2.02,6]undec-8-ene-3,5-dione in 94-97% overall yields

    New mesogenic compounds possessing a biphenyl ester and ether moiety comprising 1,3-dimethylbarbituric acid: synthesis, characterisation and mesomorphic studies

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    New substituted derivatives of 5-vinyl-1,3-dimethylbarbituric acid were synthesised and evaluated for liquid crystal properties. Two sets of molecules were prepared. One end of all the molecules possesses the 1,3-dimethylbarbituric core. The first set comprises biphenyl ethers, 4a–n and the second set biphenyl esters, 5a–g. Liquid crystalline properties were investigated by POM and DSC techniques. All the compounds exhibited enantiotropic smectic A and nematic mesophases. The LC properties were found to depend on the spacer and terminal alkoxy- chain and alkoxy- ester moiety of the molecules. Smaller alkyl chain members showed a smectic phase, while higher alkyl chain members showed a nematic phase

    Liquid/Single Crystal Structure Analysis: Synthesis and Characterization of a Trimethylsilyl Derived Rod Shaped Mesogen

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    4-[4’-Cyanophenoxy-carbonyl-phenyl-4-(trimethylsilyl)ethynyl]benzoate a rod shaped liquid crystal (SmA) is synthesized and characterized. The single-crystals were grown in triclinic crystal system in the space group of Pi - with unit cell parameters a = 5.9577(2) Å, b = 8.0398(3) Å, c = 25.8842(9) Å, a = 86.096(2)o , ß = 89.912(2)o , ? = 2.919(2)o , Z = 2, and V = 1182.16(7). The crystal structure is stabilized by C–H···O intra-molecular interactions. Further, the structure also involves C–H···p interactions and weak p–p stacking interactions [centroid–centroid separation = 3.806 (3) Å
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