Acid/Base Switching of the Tautomerism and Conformation of a Dioxoporphyrin for Integrated Binary Subtraction. Issue 40 (14th August 2014)

• Record Type: Journal Article
• Authors: Ding, Yubin; Li, Xin; Hill, Jonathan P.; Ariga, Katsuhiko; Ågren, Hans; Andréasson, Joakim; Zhu, Weihong; Tian, He; Xie, Yongshu
• Is Part Of: Chemistry. Volume 20:Issue 40(2014)
• Page Start: 12910
• Page End: 12916
• Publication Date: 2014-08-14
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201403830
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Compared with most of the reported logic devices based on the supramolecular approach, systems based on individual molecules can avoid challenging construction requirements. Herein, a novel dioxoporphyrin <bold>DPH₂₂</bold> was synthesized and two of its tautomers were characterized by single‐crystal X‐ray diffraction studies. Compound <bold>DPH₂₂</bold> exhibits multichannel controllable stepwise tautomerization, protonation, and deprotonation processes through interactions with H⁺ and F⁻ ions. By using the addition of H⁺ and F⁻ ions as inputs and UV/Vis absorption values at <italic>λ</italic>=412, 510, 562, and 603 nm as outputs, the controlled tautomerism of <bold>DPH₂₂</bold> has been successfully used for the construction of an integrated molecular level half‐subtractor and comparator. In addition, this acid/base‐switched tautomerism is reversible, thus endowing the system with ease of reset and recycling; consequently, there is no need to modulate complicated intermolecular interactions and electron‐/charge‐transfer processes.</p> </abstract>