Triazole bridges as versatile linkers in electron donor-acceptor conjugates.

PubWeight™: 0.84‹?›

🔗 View Article (PMC 3163909)

Published in J Am Chem Soc on July 27, 2011

Authors

Gustavo de Miguel1, Mateusz Wielopolski, David I Schuster, Michael A Fazio, Olivia P Lee, Christopher K Haley, Angy L Ortiz, Luis Echegoyen, Timothy Clark, Dirk M Guldi

Author Affiliations

1: Department of Chemistry and Pharmacy & Interdisciplinary Center for Molecular Materials, Friedrich-Alexander-Universität Erlangen-Nürnberg, 91058 Erlangen, Germany.

Articles cited by this

A stepwise huisgen cycloaddition process: copper(I)-catalyzed regioselective "ligation" of azides and terminal alkynes. Angew Chem Int Ed Engl (2002) 24.12

Cu-catalyzed azide-alkyne cycloaddition. Chem Rev (2008) 6.21

Polytriazoles as copper(I)-stabilizing ligands in catalysis. Org Lett (2004) 5.49

The growing applications of click chemistry. Chem Soc Rev (2007) 4.37

Cu-free click cycloaddition reactions in chemical biology. Chem Soc Rev (2010) 3.89

Click chemistry in situ: acetylcholinesterase as a reaction vessel for the selective assembly of a femtomolar inhibitor from an array of building blocks. Angew Chem Int Ed Engl (2002) 3.06

Copper-catalyzed azide-alkyne cycloaddition (CuAAC) and beyond: new reactivity of copper(I) acetylides. Chem Soc Rev (2010) 2.68

Mimicking photosynthetic solar energy transduction. Acc Chem Res (2001) 2.26

Click chemistry with DNA. Chem Soc Rev (2010) 2.10

Click chemistry as a reliable method for the high-density postsynthetic functionalization of alkyne-modified DNA. Org Lett (2006) 1.85

Excited-state properties of C(60) fullerene derivatives. Acc Chem Res (2000) 1.78

In situ click chemistry: enzyme inhibitors made to their own specifications. J Am Chem Soc (2004) 1.61

Self-organized porphyrinic materials. Chem Rev (2009) 1.59

A potent and highly selective inhibitor of human alpha-1,3-fucosyltransferase via click chemistry. J Am Chem Soc (2003) 1.53

Carbohydrate and protein immobilization onto solid surfaces by sequential Diels-Alder and azide-alkyne cycloadditions. Bioconjug Chem (2006) 1.51

Probing electronic communication in covalently linked multiporphyrin arrays. A guide to the rational design of molecular photonic devices. Acc Chem Res (2002) 1.50

Multivalent, bifunctional dendrimers prepared by click chemistry. Chem Commun (Camb) (2005) 1.32

Click chemistry: function follows form. Chem Soc Rev (2010) 1.23

Functionalization of single-walled carbon nanotubes with well-defined polystyrene by "click" coupling. J Am Chem Soc (2005) 1.11

Efficient one-pot synthesis of rotaxanes bearing electron donors and [60]fullerene. Org Lett (2009) 1.09

Fullerene-porphyrin architectures; photosynthetic antenna and reaction center models. Chem Soc Rev (2002) 1.02

Efficient synthesis of water-soluble calixarenes using click chemistry. Org Lett (2005) 0.95

Stabilization of G-quadruplex DNA by highly selective ligands via click chemistry. J Am Chem Soc (2006) 0.93

Modulating charge separation and charge recombination dynamics in porphyrin-fullerene linked dyads and triads: Marcus-normal versus inverted region. J Am Chem Soc (2001) 0.92

Azobenzene-linked porphyrin-fullerene dyads. J Am Chem Soc (2007) 0.84

Supramolecular donor-acceptor heterojunctions by vectorial stepwise assembly of porphyrins and coordination-bonded fullerene arrays for photocurrent generation. J Am Chem Soc (2009) 0.84

Clickity-click: highly functionalized peptoid oligomers generated by sequential conjugation reactions on solid-phase support. Org Biomol Chem (2006) 0.83

1,2,3-triazoles as conjugative pi-linkers in push-pull chromophores: importance of substituent positioning on intramolecular charge-transfer. Org Lett (2008) 0.82

Energy and electron transfer in polyacetylene-linked zinc-porphyrin-[60]fullerene molecular wires. Chemistry (2005) 0.80

Fullerene sugar balls. Chem Commun (Camb) (2010) 0.80

[60]Fullerene as multivalent scaffold: efficient molecular recognition of globular glycofullerenes by concanavalin A. Chemistry (2010) 0.78

Screening electronic communication through ortho-, meta- and para-substituted linkers separating subphthalocyanines and C60. Chemistry (2008) 0.78

Articles by these authors

Halogen bonding: an electrostatically-driven highly directional noncovalent interaction. Phys Chem Chem Phys (2010) 3.24

Sigma-hole bonding: molecules containing group VI atoms. J Mol Model (2007) 2.28

Halogen bonding and other σ-hole interactions: a perspective. Phys Chem Chem Phys (2013) 2.07

Organic functionalization of carbon nanotubes. J Am Chem Soc (2002) 1.76

Mathematical modeling and physical reality in noncovalent interactions. J Mol Model (2015) 1.63

Σ-holes, π-holes and electrostatically-driven interactions. J Mol Model (2011) 1.63

AM1* parameters for aluminum, silicon, titanium and zirconium. J Mol Model (2005) 1.57

Molecular design of strong single-wall carbon nanotube/polyelectrolyte multilayer composites. Nat Mater (2002) 1.41

AM1* parameters for phosphorus, sulfur and chlorine. J Mol Model (2003) 1.39

Endohedral fullerenes for organic photovoltaic devices. Nat Mater (2009) 1.28

Electronic communication in tetrathiafulvalene (TTF)/C60 systems: toward molecular solar energy conversion materials? Acc Chem Res (2007) 1.16

A rhenium-cyclohexane complex with preferential binding of axial C-H bonds: a probe into the relative ability of C-H, C-D, and C-C bonds as hyperconjugative electron donors? Angew Chem Int Ed Engl (2006) 1.13

Covalent and noncovalent phthalocyanine-carbon nanostructure systems: synthesis, photoinduced electron transfer, and application to molecular photovoltaics. Chem Rev (2010) 1.09

Efficient one-pot synthesis of rotaxanes bearing electron donors and [60]fullerene. Org Lett (2009) 1.09

Altitude, life expectancy and mortality from ischaemic heart disease, stroke, COPD and cancers: national population-based analysis of US counties. J Epidemiol Community Health (2011) 1.08

Fullerene for organic electronics. Chem Soc Rev (2009) 1.07

Storage of multiple coherent microwave excitations in an electron spin ensemble. Phys Rev Lett (2010) 1.06

Crystal Structure of [Ru(terpy)(2)](0): A New Crystalline Material from the Reductive Electrocrystallization of [Ru(terpy)(2)](2+). Inorg Chem (1999) 1.04

Chemical, electrochemical, and structural properties of endohedral metallofullerenes. Angew Chem Int Ed Engl (2009) 1.00

[2]Catenanes decorated with porphyrin and [60]fullerene groups: design, convergent synthesis, and photoinduced processes. J Am Chem Soc (2010) 1.00

Nanoassembly of a fractal polymer: a molecular "Sierpinski hexagonal gasket". Science (2006) 1.00

Polarization-induced σ-holes and hydrogen bonding. J Mol Model (2011) 0.99

Trimetallic nitride endohedral metallofullerenes: reactivity dictated by the encapsulated metal cluster. J Am Chem Soc (2005) 0.97

Convergent synthesis and photoinduced processes in multi-chromophoric rotaxanes. J Phys Chem B (2010) 0.96

Interactions in single wall carbon nanotubes/pyrene/porphyrin nanohybrids. J Am Chem Soc (2006) 0.96

Unexpected chemical and electrochemical properties of M3N@C80 (M = Sc, Y, Er). J Am Chem Soc (2006) 0.95

An improved generalized AMBER force field (GAFF) for urea. J Mol Model (2010) 0.95

Carbon nanotubes--electronic/electrochemical properties and application for nanoelectronics and photonics. Chem Soc Rev (2008) 0.94

o-Iodoxybenzoic acid (IBX): pKa and proton-affinity analysis. Angew Chem Int Ed Engl (2006) 0.94

Enthalpies of formation from B3LYP calculations. J Comput Chem (2004) 0.93

Local molecular properties and their use in predicting reactivity. J Mol Model (2003) 0.93

Polyoxometalate {W18O56XO6} clusters with embedded redox-active main-group templates as localized inner-cluster radicals. Angew Chem Int Ed Engl (2013) 0.93

Tuning electron transfer through translational motion in molecular shuttles. Angew Chem Int Ed Engl (2007) 0.93

Stilbazulenyl nitrone (STAZN): a nitronyl-substituted hydrocarbon with the potency of classical phenolic chain-breaking antioxidants. J Am Chem Soc (2002) 0.93

Side-chain tunability of furan-containing low-band-gap polymers provides control of structural order in efficient solar cells. J Am Chem Soc (2012) 0.93

Oxidation of aqueous EDTA and associated organics and coprecipitation of inorganics by ambient iron-mediated aeration. Environ Sci Technol (2007) 0.92

Manipulating single-wall carbon nanotubes by chemical doping and charge transfer with perylene dyes. Nat Chem (2009) 0.92

AM1* parameters for copper and zinc. J Mol Model (2007) 0.92

Purification of HiPCO carbon nanotubes via organic functionalization. J Am Chem Soc (2002) 0.91

Homology model adjustment and ligand screening with a pseudoreceptor of the human histamine H4 receptor. ChemMedChem (2009) 0.91

Supramolecular self-assembled fullerene nanostructures. Proc Natl Acad Sci U S A (2002) 0.91

CypScore: Quantitative prediction of reactivity toward cytochromes P450 based on semiempirical molecular orbital theory. ChemMedChem (2009) 0.91

Alzforum. Methods Mol Biol (2007) 0.90

Molecular dynamics study of the connection between flap closing and binding of fullerene-based inhibitors of the HIV-1 protease. Biochemistry (2003) 0.90

"Open rather than closed" malonate methano-fullerene derivatives. The formation of methanofulleroid adducts of Y3N@C80. J Am Chem Soc (2007) 0.90

Dancing on a fullerene surface: isomerization of Y(3)N@(N-ethylpyrrolidino-C(80)) from the 6,6 to the 5,6 regioisomer. Angew Chem Int Ed Engl (2006) 0.90

The formation of endo-complexes between calixarenes and amines--a reinvestigation. J Mol Model (2006) 0.90

Transjugular intrahepatic portosystemic shunt: state of the art. Semin Roentgenol (2011) 0.89

Electrostatic complexation and photoinduced electron transfer between Zn-cytochrome c and [olyanionic fullerene dendrimers. Chemistry (2003) 0.89

Clay-fulleropyrrolidine nanocomposites. J Am Chem Soc (2006) 0.89

Late first-row transition-metal complexes of texaphyrin. J Am Chem Soc (2002) 0.88

Implementation of a Hamiliton-receptor-based hydrogen-bonding motif toward a new electron donor-acceptor prototype: electron versus energy transfer. J Am Chem Soc (2007) 0.88

Principle and mechanism of direct porphyrin metalation: joint experimental and theoretical investigation. J Am Chem Soc (2007) 0.88

Driving force dependence of intermolecular electron-transfer reactions of fullerenes. Chemistry (2003) 0.88

Materials for organic solar cells: the C60/pi-conjugated oligomer approach. Chem Soc Rev (2004) 0.88

SCRF-DFT and NMR comparison of tetracycline and 5a,6-anhydrotetracycline in solution. J Phys Chem B (2006) 0.88

Sc3N@C80-ferrocene electron-donor/acceptor conjugates as promising materials for photovoltaic applications. Angew Chem Int Ed Engl (2008) 0.87

σ-Hole bonding: a physical interpretation. Top Curr Chem (2015) 0.87

Carbon nanodots: toward a comprehensive understanding of their photoluminescence. J Am Chem Soc (2014) 0.87

Incorporation of furan into low band-gap polymers for efficient solar cells. J Am Chem Soc (2010) 0.87

Convergent synthesis and photophysics of [60]fullerene/porphyrin-based rotaxanes. J Am Chem Soc (2004) 0.87

Photoinduced electron transfer in porphyrin- and fullerene/porphyrin-based rotaxanes as studied by time-resolved EPR spectroscopy. J Phys Chem A (2009) 0.87

Exceptionally strong electronic communication through hydrogen bonds in porphyrin-C60 pairs. Angew Chem Int Ed Engl (2006) 0.87

A composite model for HERG blockade. ChemMedChem (2008) 0.87

Active-state models of ternary GPCR complexes: determinants of selective receptor-G-protein coupling. PLoS One (2013) 0.87

Descriptors, physical properties, and drug-likeness. J Med Chem (2002) 0.87

Endohedral metallofullerenes-filled fullerene derivatives towards multifunctional reaction center mimics. Chemistry (2012) 0.86

Reactivity differences between carbon nano onions (CNOs) prepared by different methods. Chem Asian J (2007) 0.86

Selective syntheses of novel polyether fullerene multiple adducts. J Org Chem (2003) 0.86

Exceptionally small attenuation factors in molecular wires. J Am Chem Soc (2004) 0.86

Preparation and functionalization of multilayer fullerenes (carbon nano-onions). Chemistry (2005) 0.86

General method for synthesis of functionalized macrocycles and catenanes utilizing "click" chemistry. J Am Chem Soc (2008) 0.86

Synthesis of fullerene adducts with terpyridyl- or pyridylpyrrolidine groups in trans-1 positions. Chemistry (2006) 0.86

Design, synthesis, and photophysical studies of a porphyrin-fullerene dyad with parachute topology; charge recombination in the marcus inverted region. J Am Chem Soc (2004) 0.85

The large Nd3N@C2n (40</=n</=49) cluster fullerene family: preferential templating of a C88 cage by a trimetallic nitride cluster. Angew Chem Int Ed Engl (2007) 0.85

Molecular dynamics simulations of the effect of the G-protein and diffusible ligands on the β2-adrenergic receptor. J Mol Biol (2011) 0.85

The first fulleropyrrolidine derivative of Sc3N@C80: pronounced chemical shift differences of the geminal protons on the pyrrolidine ring. J Org Chem (2005) 0.85

A simple isomeric separation of D5h and Ih Sc3N@C80 by selective chemical oxidation. J Am Chem Soc (2005) 0.85

Trimetallic nitride endohedral fullerenes: experimental and theoretical evidence for the M3N6+@C2n6- model. Angew Chem Int Ed Engl (2009) 0.84

Ambiphilicity: a characteristic reactivity principle of pi-bound phosphorus heterocycles. Angew Chem Int Ed Engl (2002) 0.84

Triply fused Zn(II)-porphyrin oligomers: synthesis, properties, and supramolecular interactions with single-walled carbon nanotubes (SWNTs). Chemistry (2006) 0.84

Azobenzene-linked porphyrin-fullerene dyads. J Am Chem Soc (2007) 0.84

Design, synthesis, and X-ray crystal structure of a fullerene-linked metal-organic framework. Angew Chem Int Ed Engl (2013) 0.84

Combining single wall carbon nanotubes and photoactive polymers for photoconversion. J Am Chem Soc (2005) 0.84

Fullerenes: multitask components in molecular machinery. Angew Chem Int Ed Engl (2007) 0.84

New M(3)N@C(2n) endohedral metallofullerene families (M=Nd, Pr, Ce; n=40-53): expanding the preferential templating of the C(88) cage and approaching the C(96) cage. Chemistry (2008) 0.84

Dispersable carbon nanotube/gold nanohybrids: evidence for strong electronic interactions. Small (2005) 0.84

New molecular descriptors based on local properties at the molecular surface and a boiling-point model derived from them. J Chem Inf Comput Sci (2004) 0.83

Preparation and structural characterization of the Ih and the D5h isomers of the endohedral fullerenes Tm3N@C80: icosahedral C80 cage encapsulation of a trimetallic nitride magnetic cluster with three uncoupled Tm3+ ions. Inorg Chem (2008) 0.83