3,5-diarylisoxazoles: A New Entry to Soft Crystal Phase

3,5-diarylisoxazoles: A New Entry to Soft Crystal Phase

This work describes the synthesis and characterization of a new liquid-crystalline compounds based on isoxazoles. Classical synthetic methodologies were employed in the preparation of this compounds, and the [3+2] 1,3-dipolar cycloaddition was the key step to prepare isoxazolines as precursors to is...

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Bibliographic Details
Published in:Molecular Crystals and Liquid Crystals Vol. 612; no. 1; pp. 158 - 168
Main Authors: da Rosa, Rafaela R., Brose, Irwing S., Vilela, Guilherme D., Merlo, Aloir A.
Format: Journal Article
Language:English
Published: Philadelphia Taylor & Francis 03-05-2015
Taylor & Francis Ltd
Subjects:
3-dipolar cycloaddition
[3+2] 1
Atoms & subatomic particles
Chemical synthesis
CrE
Crystals
Differential scanning calorimetry
Fluids
Liquid crystals
Mesophase
MnO
oxidation
Precursors
Shape memory alloys
soft crystal phase
Structural analysis
Thermal properties
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Summary:This work describes the synthesis and characterization of a new liquid-crystalline compounds based on isoxazoles. Classical synthetic methodologies were employed in the preparation of this compounds, and the [3+2] 1,3-dipolar cycloaddition was the key step to prepare isoxazolines as precursors to isoxazoles. The structural and thermal characterization was performed using 1 H and 13 C NMR techniques, polarized-light optical microscopy and differential scanning calorimetry. Compounds 7a-e displayed the SmA mesophase. Soft crystal phase (CrE) was observed for compounds 7a and 7b containing chlorine and bromine atoms. For 7e containing a nitro group crystal phases below SmA mesophase were also observed.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1542-1406
1563-5287
1527-1943
DOI:10.1080/15421406.2015.1030975