A Colorimetric and Fluorimetric Three‐Input Inverted Enabled OR Logic Array by Self‐Assembly of a Rhodamine Probe in Micelles. Issue 3 (2nd February 2015)

• Record Type: Journal Article
• Authors: Caruana, Maria Victoria; Camilleri Fava, Matthew; Magri, David C.
• Is Part Of: Asian journal of organic chemistry. Volume 4:Issue 3(2015:Mar.)
• Page Start: 239
• Page End: 243
• Publication Date: 2015-02-02
• Subjects: Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201402236
• Languages: English
• ISSNs: 2193-5807

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A rhodamine B derivative appended with a hexyl chain has been synthesized as a colorimetric and fluorimetric probe and studied in three different micelles, sodium dodecyl sulfate (SDS), Triton X‐100, and cetyltrimethylammonium chloride (CTAC) in 1:4 (v/v) methanol/water solutions. UV/vis and fluorescence spectroscopic studies suggest that the hydrophobic hexyl chain anchors the probe in the vicinity of the water/membrane interface rather than in the bulk solution. A significant p<italic>K</italic>_a shift of 4.5 units is observed in CTAC and Triton X‐100 relative to aqueous methanol solution, whereas no significant difference is observed in SDS. In CTAC and basic solution a nine‐fold decrease in the fluorescence intensity and absorbance are observed. These observations are rationalized by a spiro‐ring‐closing mechanism via lactam formation, which disrupts the conjugated xanthene chromophore. A three‐input inverted enabled OR (<italic>iEnOR</italic>) logic circuit is demonstrated in absorbance and fluorescence mode with CTAC, Triton X‐100 and alkali as the inputs via supramolecular assembly.</p> </abstract>