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Acid/Base Switching of the Tautomerism and Conformation of a Dioxoporphyrin for Integrated Binary Subtraction

Ding, Yubin (author)
East China University of Science and Technology
Li, Xin (author)
KTH,Teoretisk kemi och biologi,Kungliga Tekniska Högskolan (KTH),Royal Institute of Technology (KTH)
Hill, Jonathan P. (author)
National Institute for Materials Science (NIMS)
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Ariga, Katsuhiko (author)
National Institute for Materials Science (NIMS)
Ågren, Hans (author)
KTH,Teoretisk kemi och biologi,Kungliga Tekniska Högskolan (KTH),Royal Institute of Technology (KTH)
Andreasson, Joakim, 1973 (author)
Chalmers tekniska högskola,Chalmers University of Technology
Zhu, Weihong (author)
East China University of Science and Technology
Tian, He (author)
East China University of Science and Technology
Xie, Yongshu (author)
East China University of Science and Technology
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 (creator_code:org_t)
2014-08-14
2014
English.
In: Chemistry - A European Journal. - : Wiley. - 0947-6539 .- 1521-3765. ; 20:40, s. 12910-12916
  • Journal article (peer-reviewed)
Abstract Subject headings
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  • 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 UVNis absorption values at.1=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-/chargetransfer processes.

Subject headings

NATURVETENSKAP  -- Kemi -- Teoretisk kemi (hsv//swe)
NATURAL SCIENCES  -- Chemical Sciences -- Theoretical Chemistry (hsv//eng)
NATURVETENSKAP  -- Kemi -- Fysikalisk kemi (hsv//swe)
NATURAL SCIENCES  -- Chemical Sciences -- Physical Chemistry (hsv//eng)

Keyword

half-subtractars
logic gates
organic electronic
porphyrinoids
tautamerism

Publication and Content Type

ref (subject category)
art (subject category)

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