From Chemical Topology To Molecular Machines : The Transition Metal Approach

Sauvage, Jean‐Pierre

doi:10.4019/bjscc.55.3

Cited by 10 publications

(5 citation statements)

References 59 publications

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“…Cu I strongly prefers the tetrahedral coordination, whereas Cu II accepts several coordination numbers and modes, including square-planar, triagonal bipyramidal, and octahedral. The drastic change in the coordination environment is attractive for the construction of molecular systems that exhibit bistability [ 16 , 17 , 18 , 19 , 20 , 21 , 22 , 23 , 24 , 25 , 26 , 27 ].…”

Section: 2-pyridylpyrimidine-cu Complexes: Visible Light-induced Pmentioning

confidence: 99%

Coordination Programming of Photofunctional Molecules

et al. 2013

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Our recent achievements relating to photofunctional molecules are addressed. Section 1 discloses a new concept of photoisomerization. Pyridylpyrimidine-copper complexes undergo a ring inversion that can be modulated by the redox state of the copper center. In combination with an intermolecular photoelectron transfer (PET) initiated by the metal-to-ligand charge transfer (MLCT) transition of the Cu(I) state, we realize photonic regulation of the ring inversion. Section 2 reports on the first examples of heteroleptic bis(dipyrrinato)zinc(II) complexes. Conventional homoleptic bis(dipyrrinato)zinc(II) complexes suffered from low fluorescence quantum yields, whereas the heteroleptic ones feature bright fluorescence even in polar solvents. Section 3 describes our new findings on Pechmann dye, which was first synthesized in 1882. New synthetic procedures for Pechmann dye using dimethyl bis(arylethynyl)fumarate as a starting material gives rise to its new structural isomer. We also demonstrate potentiality of a donor-acceptor-donor type of Pechmann dye in organic electronics.

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Section: 2-pyridylpyrimidine-cu Complexes: Visible Light-induced Pmentioning

confidence: 99%

Coordination Programming of Photofunctional Molecules

et al. 2013

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“…[20,21] In the past few years, the introduction of bulky groups at the extremities of the thread( the "stoppers") by copper-catalyzed azide-alkyne cycloaddition (CuAAC) was revealed to be an efficient, highyield stoppering process. [20,21] In the past few years, the introduction of bulky groups at the extremities of the thread( the "stoppers") by copper-catalyzed azide-alkyne cycloaddition (CuAAC) was revealed to be an efficient, highyield stoppering process.…”

Section: Introductionmentioning

confidence: 99%

“…The synthesis of rotaxanes based on stoppering has been extensively developed by some of us by threading al inear fragment through am acrocycle that is locked into place through metal-ligand bondingw ith Cu I . [20,21] In the past few years, the introduction of bulky groups at the extremities of the thread( the "stoppers") by copper-catalyzed azide-alkyne cycloaddition (CuAAC) was revealed to be an efficient, highyield stoppering process. [22][23][24][25][26][27][28][29] However,i ns ome cases, problems may arise with the CuAAC stoppering reaction due to the presenceo fC u I as catalyst, which interacts with free ligands and lowers the globalyield.…”

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Unconventional Synthesis of a Cu^I Rotaxane with a Superacceptor Stopper: Ultrafast Excited‐State Dynamics and Near‐Infrared Luminescence

Trolez

Finke

Silvestri

et al. 2018

Chemistry A European J

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A Cu bis-phenanthroline rotaxane was prepared by using the [2+2] cycloaddition-retroelectrocyclization (CA-RE) reaction to graft a bulky dicyanoquinodimethane (DCNQ) stopper. The electronic properties were investigated with electrochemical and photophysical techniques, in parallel with three reference compounds, namely, the DCNQ derivative alone, the DCNQ-based phenanthroline ligand, and an analogue Cu complex lacking the DCNQ moiety. In all the systems containing the DCNQ unit, the lowest electronic excited states are centered thereon, with the singlet level (S ) located at about 1.0 eV, as suggested by TDDFT calculations. Accordingly, in the DCNQ-equipped rotaxane, the typical metal-to-ligand charge-transfer luminescence of the Cu center is totally quenched. Ultrafast transient absorption and emission studies show that, in the rotaxane, the final sink of photoinduced processes is the lowest singlet state of the DCNQ moiety (S ), which exhibits strong charge-transfer character and a lifetime of 0.4 ps. Its deactivation leads to population of another excited state with a lifetime of 1.3 ps, which can be the related triplet state (T ) or a vibrationally hot level (hot-S ). Notably, S also shows stimulated fluorescence in the near-infrared (NIR) region between 1100 and 1500 nm, corroborating the TDDFT prediction. This unusual finding opens up the study of ultrashort-lived NIR luminescence in organic donor-acceptor systems.

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“…The charge transfer (CT) excited state of metal complexes is one of the key features for photocatalysts and light-emitting devices due to their unique photochemical and photophysical properties. [1][2][3][4][5][6] Copper(I) complexes bearing two bidentate ligands are one of the promising candidates for these photofunctional materials. Up to now, bis(2-diphenylphosphinophenyl)ether (DPEphos) has often been used for the development of the photofunctional copper(I) complexes bearing diimine (NN) and diphosphine (PP) ligands due to the long lifetime and high quantum efficiency of the luminescence.…”

Section: Introductionmentioning

confidence: 99%

Highly emissive copper(i) complexes bearing diimine and bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane

et al. 2015

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A highly emissive copper(I) complex bearing (4R,5R)-(-)-4,5-bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane (diop) and 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (dmpp), [Cu(dmpp)(diop)]PF6 (1·PF6), was newly synthesized. The quantum yield of the luminescence of 1·PF6 in degassed dichloromethane is 0.38, which is one of the highest values among all copper(I) complexes bearing two bidentate ligands, diimine and diphosphine, under the same conditions. The long lifetime (26 μs) and high intensity of the emission come from the small non-radiative decay rate of the excited states. The TD-DFT study indicates that the charge transfer transition from both copper and diphosphine to diimine orbitals plays an important role in the photophysical properties. Photophysics of [Cu(dmp)(diop)]PF6 (2·PF6, dmp = 2,9-dimethyl-1,10-phenanthroline) was also studied in order to reveal the effects of the introduction of the phenyl group at 4- and 7-positions of phenanthroline.

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From Chemical Topology To Molecular Machines : The Transition Metal Approach

Cited by 10 publications

References 59 publications

Coordination Programming of Photofunctional Molecules

Coordination Programming of Photofunctional Molecules

Unconventional Synthesis of a Cu^I Rotaxane with a Superacceptor Stopper: Ultrafast Excited‐State Dynamics and Near‐Infrared Luminescence

Highly emissive copper(i) complexes bearing diimine and bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane

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From Chemical Topology To Molecular Machines : The Transition Metal Approach

Cited by 10 publications

References 59 publications

Coordination Programming of Photofunctional Molecules

Coordination Programming of Photofunctional Molecules

Unconventional Synthesis of a CuI Rotaxane with a Superacceptor Stopper: Ultrafast Excited‐State Dynamics and Near‐Infrared Luminescence

Highly emissive copper(i) complexes bearing diimine and bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane

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Unconventional Synthesis of a Cu^I Rotaxane with a Superacceptor Stopper: Ultrafast Excited‐State Dynamics and Near‐Infrared Luminescence