A cruciform-shaped oligo(phenylenevinylene) (OPV) with a phosphorescent rhenium(I) chromophore incorporated at the centre and grafted triphenylamines around the periphery was designed as a new organic photovoltaic material, in which the chelation of rhenium(I) to the cruciform successfully constructs a three-dimensional intramolecular charge transfer system and extends the exciton lifetime; as a result, the rhenium-OPV complex shows a power conversion efficiency almost two times that of the metal ion-free parent compound.
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Syntheses, Electrochemical, Linear Optical, and Cubic Nonlinear Optical Properties of Ruthenium-Alkynyl-Functionalized Oligo(phenylenevinylene) Stars.
Chempluschem
August 2015
School of Chemical and Material Engineering, Jiangnan University, Wuxi 214122, Jiangsu Province (P. R. China).
The syntheses of trans-[Ru(C≡CC H -4-CHO)(C≡CC H -4-R)(dppe) ] (R=H (9 a), NO (9 b), CHO (9 c), C≡CC H -3,5-Et (9 d), (E)-CHCHC H -4-tBu (9 e); dppe=1,2-bis(diphenylphosphino)ethane), trans-[Ru(C≡CC H -4-R)Cl(dppe) ] (R=C≡CC H -3,5-Et (11 a), (E)-CHCHC H -4-tBu (11 b), (E)-CHCHC H -4-NO (11 c)), 1,2,4,5-{trans-[(dppe) (RC H C≡C)Ru{C≡CC H -4-(E)-CHCH}]} C H (R=H (14 a), C≡CC H -3,5-Et (14 b), (E)-CHCHC H -4-tBu (14 c)), 1-I-3,5-{trans-[(L ) (R)Ru{C≡CC H -4-(E)-CHCH}]} C H (L =1,1-bis(diphenylphosphino)methane (dppm)), R=Cl (15 a); L =dppe, R=C≡CPh (15 b), R=C≡CC H -4-NO (15 c)), 1-Me SiC≡C-3,5-{trans-[(L ) (R)Ru{C≡CC H -4-(E)-CHCH}]} C H (L =dppm, R=Cl (16 a); L =dppe, R=C≡CPh (16 b)), 1-HC≡C-3,5-{trans-[(dppe) (R)Ru{C≡CC H -4-(E)-CHCH}]} C H (R=Cl (17 a), R=C≡CPh (17 b)), and 1,3,5-{trans-[(dppe) (3,5-R -C H C≡C)Ru{C≡CC H -4-(E)-CHCH}]} C H (R=(E)-CHCHC H -4-C≡C-trans-[Ru(C≡CPh)(dppe) ] (18)) are reported together with those of the precursor alkynes 1-RC≡C-3,5-Et C H (R=SiMe (2), H (3), C H -4-C≡CSiMe (5), C H -4-C≡CH (6)). The identities of 9 c, 9 d, 9 e, 11 a, and trans-[Ru{C≡CC H -4-(E)-CHCHC H -4-tBu} (dppe) ] (12 and 12') were confirmed by single-crystal X-ray diffraction studies. The electrochemical properties of 9 a-e, 11 a-b, 14 a-c, 15 a-c, 16 b, 17 a, 17 b, and 18 were assessed by cyclic voltammetry; the studies reveal that potentials for the fully/quasi-reversible metal-centered oxidation processes decrease upon introduction of solubilizing alkyl substituents and increase upon increasing acceptor substituent strength; other structural variations have little impact.
View Article and Find Full Text PDFCruciform oligo(phenylenevinylene) with a bipyridine bridge: synthesis, its rhenium(I) complex and photovoltaic properties.
Chem Commun (Camb)
September 2008
State Key Laboratory for Supramolecular Structure and Materials, Jilin University, Changchun, PR China.
A cruciform-shaped oligo(phenylenevinylene) (OPV) with a phosphorescent rhenium(I) chromophore incorporated at the centre and grafted triphenylamines around the periphery was designed as a new organic photovoltaic material, in which the chelation of rhenium(I) to the cruciform successfully constructs a three-dimensional intramolecular charge transfer system and extends the exciton lifetime; as a result, the rhenium-OPV complex shows a power conversion efficiency almost two times that of the metal ion-free parent compound.
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J Org Chem
October 2007
Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056 Basel, Switzerland.
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Angew Chem Int Ed Engl
July 2007
Key Laboratory for Supramolecular Structure and Materials of the Ministry of Education, Jilin University, Changchun 130012, PR China.
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