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UBC Theses and Dissertations
Towards the borphyrin : head-to-tail macrocycles based on boronate esters Lichen, Ni
Abstract
Inspired by the versatility of boronic acid condensation with catechols, we set out to construct boronate-ester based macrocycles by the head-to-tail assembly of precursor that contains both a catechol and a boronic acid on the same molecule. A series of expanded “borphyrin” macrocycles was prepared in the pursuit of increasing the solubility. Further characterization of the new macrocycles by UV-Vis and IR spectroscopy confirmed that they have extended conjugation. However, incorporation of sterically hindered bulky groups might also disrupt the trigonal planar geometry around the boron centers and limit the extent of conjugation of the macrocycles.
Item Metadata
| Title |
Towards the borphyrin : head-to-tail macrocycles based on boronate esters
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| Creator | |
| Publisher |
University of British Columbia
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| Date Issued |
2015
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| Description |
Inspired by the versatility of boronic acid condensation with catechols, we set out to construct boronate-ester based macrocycles by the head-to-tail assembly of precursor that contains both a catechol and a boronic acid on the same molecule. A series of expanded “borphyrin” macrocycles was prepared in the pursuit of increasing the solubility.
Further characterization of the new macrocycles by UV-Vis and IR spectroscopy confirmed that they have extended conjugation. However, incorporation of sterically hindered bulky groups might also disrupt the trigonal planar geometry around the boron centers and limit the extent of conjugation of the macrocycles.
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| Genre | |
| Type | |
| Language |
eng
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| Date Available |
2016-05-31
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| Provider |
Vancouver : University of British Columbia Library
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| Rights |
Attribution-NonCommercial-NoDerivs 2.5 Canada
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| DOI |
10.14288/1.0166279
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| URI | |
| Degree | |
| Program | |
| Affiliation | |
| Degree Grantor |
University of British Columbia
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| Graduation Date |
2015-09
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| Campus | |
| Scholarly Level |
Graduate
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| Rights URI | |
| Aggregated Source Repository |
DSpace
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Rights
Attribution-NonCommercial-NoDerivs 2.5 Canada