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Rhodamine B Thiohydrazide Tautomerization Chemistry and a New Class of Rhodamine-Spirolactam Indicators

Title: Rhodamine B Thiohydrazide Tautomerization Chemistry and a New Class of Rhodamine-Spirolactam Indicators.
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Name(s): Barsoum, David, author
Zhu, Lei, 1978-, author
Department of Chemistry and Biochemistry
Type of Resource: text
Genre: Text
Issuance: serial
Date Issued: 2013
Physical Form: computer
online resource
Extent: 1 online resource
Language(s): English
Abstract/Description: While studying the various rhodamine spirolactam-based fluorescent indicators, evidence of important structural properties was observed. IR spectroscopic analysis leads one to conclude that rhodamine B thiohydrazide, the precursor for rhodamine B thiohydrazone, is misrepresented in literature as the incorrect tautomer. Correcting the literature with the proper tautomer should give insight and provide better guidelines for metal ion selectivity in rhodamine spirolactam-type indicator design. During synthesis a significant improvement of the notoriously low yielding thionation of rhodamine B derivatives with Lawesson's reagent was developed. Furthermore, a new class of rhodamine spirolactam-type indicators are proposed (rhodamine di-alkylated hydrazides) through the synthetic development of a counterintuitive, yet simple, asymmetric di-alkylation of hydrazine. This new class will increase the diversity of rhodamine spirolactam class of indicators for better control over metal ion selectivity.
Identifier: FSU_migr_uhm-0259 (IID)
Keywords: rhodamine, spirolactam, thiospirolactam, tautomer, thiohydrazide, hydrazide, probe, indicator, fluorescence
Submitted Note: A Thesis submitted to the Department of Chemistry and Biochemistry in partial fulfillment of the requirements for graduation with Honors in the Major.
Degree Awarded: Fall Semester, 2013.
Date of Defense: December 3, 2013.
Subject(s): Chemistry
Chemistry, Organic
Persistent Link to This Record: http://purl.flvc.org/fsu/fd/FSU_migr_uhm-0259
Owner Institution: FSU
Is Part of Series: Honors Theses.

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Barsoum, D., & Zhu, L. (2013). Rhodamine B Thiohydrazide Tautomerization Chemistry and a New Class of Rhodamine-Spirolactam Indicators. Retrieved from http://purl.flvc.org/fsu/fd/FSU_migr_uhm-0259