Controlling the Stepwise Closing of Identical DTE Photochromic Units with Electrochemical and Optical Stimuli

Hervault, Yves-Marie; Ndiaye, Cheikh; Norel, Lucie; Lagrost, Corinne; Rigaut, Stéphane

doi:10.1021/ol301954u

Cited by 61 publications

(57 citation statements)

References 44 publications

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“…This solution can be further bleached back to the colourless solution of 2oo under visible light (750 nm) via ring opening. During light irradiation, the intermediate 2co is just transitorily formed and cannot be isolated, as already demonstrated with the related complex41. A typical CV of 2oo is shown in Fig.…”

Section: Resultssupporting

confidence: 59%

“…4a. It was readily achieved using the similar synthetic pathway to that used for the previously reported analogue complex without the protected linking functions41. 2oo was fully characterized and shows characteristics similar to those of the latter.…”

Section: Resultsmentioning

confidence: 96%

“…During the reverse cathodic scan, two new waves appear at less positive potentials and are ascribed to the 2oc + / 2oc and 2oc 2+ / 2oc + processes for the open–closed isomer electrochemically generated (Supplementary Fig. 3), since only one radical coupling could be obtained with oxidation of three Ru centres41. The CV of 2cc is obtained after photolysis ( λ =350 nm) of 2oo, and presents four systems at E° c1 =94 mV, E° c2 =210 mV, E° c3 =330 mV and E° c4 =500 mV.…”

Section: Resultsmentioning

confidence: 99%

“…5a, 2oo displays the same unique properties as those of its parent compound without the linking functions, and is thereby a multi-addressable light and electro-triggered multifunctional object for integration in nanogaps. Of particular interest is the stepwise ring closure: after electrochemical oxidation followed by reduction to the neutral state, a single ring closure leads to 2oc , and further full closure to 2cc can thus be accomplished electrochemically or with UV light41.…”

Section: Resultsmentioning

confidence: 99%

“…In order to address this issue, we designed and synthesized a new family of organometallic compounds, combining an ideal dithienylethene (DTE) photochromic unit3334 and a unique electro-active carbon-rich ruthenium complex3536373839, targeting multifunctional switching properties addressable with photon and/or electrons40414243. In a recent work44, we showed that the bimetallic compound 1 bearing two ruthenium fragments [AcS–C 6 H 4 –C≡C(dppe) 2 Ru] + (dppe=1,2-bis(diphenylphosphino)ethane) on either ends of a DTE unit exhibits the reversible photo-controllable switching of conductivity when placed within a pair of gold nanoelectrodes fabricated by on-wire lithography (OWL)454647.…”

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confidence: 99%

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Orthogonally modulated molecular transport junctions for resettable electronic logic gates

et al. 2014

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Individual molecules have been demonstrated to exhibit promising applications as functional components in the fabrication of computing nanocircuits. Based on their advantage in chemical tailorability, many molecular devices with advanced electronic functions have been developed, which can be further modulated by the introduction of external stimuli. Here, orthogonally modulated molecular transport junctions are achieved via chemically fabricated nanogaps functionalized with dithienylethene units bearing organometallic ruthenium fragments. The addressable and stepwise control of molecular isomerization can be repeatedly and reversibly completed with a judicious use of the orthogonal optical and electrochemical stimuli to reach the controllable switching of conductivity between two distinct states. These photo-/electro-cooperative nanodevices can be applied as resettable electronic logic gates for Boolean computing, such as a two-input OR and a three-input AND-OR. The proof-of-concept of such logic gates demonstrates the possibility to develop multifunctional molecular devices by rational chemical design.

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Section: Resultssupporting

confidence: 59%

Section: Resultsmentioning

confidence: 96%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

mentioning

confidence: 99%

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Orthogonally modulated molecular transport junctions for resettable electronic logic gates

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Photochromic Transitional Metal Complexes for Photosensitization

Yam

2016

Photochromic Materials: Preparation, Properties and Applications

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IntroductionPhotochemical reactions of most organic compounds (except those with carbonyl substituent) occur predominantly at the lowest-lying singlet excited state (S 1 ). This is attributed to the very inefficient intersystem crossing (ISC) from the singlet to the triplet state due to its spin-forbidden nature. In contrast, triplet excited-state photochemistry of carbonyl-containing organic compounds are well reported because the singlet-triplet energy splitting of these types of compounds are much smaller, leading to the effective population of their triplet excited state on light absorption [1]. To tackle the inefficient ISC, the photoreactivity of an organic compound derived from the triplet state can be achieved by using a triplet photosensitizer, through which light is absorbed by the photosensitizer and energy is transferred from its triplet excited state to the acceptor organic molecule to populate the triplet excited state (Figure 2.1). To achieve photosensitization, which bypasses the reactivity from singlet excited states, the photosensitizer must possess long-lived and higher-lying triplet (T 1 ) energy than the acceptor organic molecule for efficient energy transfer but lower-lying singlet state (S 1 ) for selective photoexcitation of the photosensitizer (Figure 2.1).In the organic photochromic systems, even though the photochromism is originated from different reaction mechanisms such as reversible trans-cis photoisomerizations as well as the reversible photoinduced ring-opening and ring-closing reactions, most of these reactions are derived from the excited singlet state [2]. Studies on the photochromic reactivity of azo compounds [3], stilbenes [3], spiropyrans [4], and spirooxazines [5] via the triplet excited-state pathway achieved by intermolecular photosensitization with organic photosensitizers have also been reported in the literature [3][4][5]. Along with the rapid development of phosphorescent metal polypyridine complexes in the 1970s, diffusion-controlled intermolecular sensitization of photochromic reactions of stilbenes with the triplet excited state of tris(bipyridyl)ruthenium(II) [6] and tricarbonyl rhenium(I) bipyridine [8] complexes has been demonstrated. The

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Stimulus‐Responsive Mixed‐Valence and Related Donor–Acceptor Systems

Shao¹,

Zhong²

2023

Mixed‐Valence Systems

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Controlling the Stepwise Closing of Identical DTE Photochromic Units with Electrochemical and Optical Stimuli

Abstract: The full or stepwise controlled closing of identical photochromic dithienylethene units in the same molecule was addressed with a combination of electrochemical and optical stimuli in a trimetallic carbon-rich ruthenium complex.

Cited by 61 publications

References 44 publications

Orthogonally modulated molecular transport junctions for resettable electronic logic gates

Orthogonally modulated molecular transport junctions for resettable electronic logic gates

Photochromic Transitional Metal Complexes for Photosensitization

Stimulus‐Responsive Mixed‐Valence and Related Donor–Acceptor Systems

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