title: Acid/base switching of the tautomerism and conformation of a dioxoporphyrin for integrated binary subtraction.
abstract: 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 DPH22 was synthesized and two of its tautomers were characterized by single-crystal X-ray diffraction studies. Compound DPH22 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 λ=412, 510, 562, and 603 nm as outputs, the controlled tautomerism of DPH22 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.
authors.affiliation: Key Laboratory for Advanced Materials and Institute of Fine Chemicals, Shanghai Key Laboratory of Functional Materials Chemistry, East China University of Science and Technology, Shanghai 200237 (P.R. China), Fax: (+86) 21-6425-2758.
authors.forename: Yubin
authors.initials: Y
authors.lastname: Ding
authors.forename: Xin
authors.initials: X
authors.lastname: Li
authors.forename: Jonathan P
authors.initials: JP
authors.lastname: Hill
authors.forename: Katsuhiko
authors.initials: K
authors.lastname: Ariga
authors.forename: Hans
authors.initials: H
authors.lastname: Agren
authors.forename: Joakim
authors.initials: J
authors.lastname: Andréasson
authors.forename: Weihong
authors.initials: W
authors.lastname: Zhu
authors.forename: He
authors.initials: H
authors.lastname: Tian
authors.forename: Yongshu
authors.initials: Y
authors.lastname: Xie
keywords: half-subtractors; logic gates; organic electronics; porphyrinoids; tautomerism