Controlling the isomerization rate of an azo-BF2 switch using aggregation
A novel visible-light activated azo-BF2 switch possessing a phenanthridinyl π-system has been synthesized, and its switching properties have been characterized as a function of concentration. The switch self-aggregates through π-π interactions, and the degree of aggregation modulates the Z → E thermal isomerization rate. This property allows for the active tuning of the thermal relaxation half-life of the same switch from seconds to days.
Qian, Hai,Wang, Yu-Ying,Guo, Dong-Sheng,Aprahamian, Ivan
supporting information
p. 1037 - 1040
(2017/05/15)
A Novel Organometallic ReI Complex with Favourable Properties for Bioimaging and Applicability in Solid-Phase Peptide Synthesis
Organometallic complexes possess great potential for imaging applications in biology, due to their kinetic stability and often favourable intrinsic properties. In this work we present a new class of ReI-tricarbonyl complexes with a substituted bis(phenanthridinylmethyl)amine (bpm) ligand. The complex Re(CO)3(R-bpm) could be conveniently prepared by microwave synthesis from [Re(CO)3(H2O)3]Br and a suitably substituted bis(phenanthridinylmethyl)amine (R-bpm). Complex 5, with R=CH2-CO2-CH3, was characterized by a single-crystal X-ray structure. Complex 6 (R=CH2-C6H4-CO2H) was used in solid-phase peptide synthesis (SPPS) to label the neurotensin(8-13) (NT) fragment N-terminally. The complexes show luminescence emission with large Stokes shifts (λex=350 nm, λem=570 nm). Cellular uptake and intracellular localization studies in several cell lines demonstrate the utility of the new Re(CO)3(R-bpm) complexes for fluorescence imaging and reveal significant differences between the simple methyl ester 5 and the NT bioconjugate 7. Imaging with metal complexes: The synthesis and characterization of a novel bis(phenanthridinylmethyl) (bpm) ligand and its rhenium tricarbonyl complexes are described. Moreover it is shown that the advantageous photophysical properties of these complexes could be exploited for application in cellular imaging experiments.
Raszeja, Lukasz,Maghnouj, Abdelouahid,Hahn, Stephan,Metzler-Nolte, Nils
scheme or table
p. 371 - 376
(2012/01/06)
SYNTHESE DANS LA SERIE DES PHENANTHRIDINES. IV. PREPARATION DE NOUVEAUX RADIOPROTECTEURS A MOTIF PHENANTHRIDINE
New phenanthridines substituted in the 6-position by a β-aminoethylthiol chain have been synthesized.These new products are easily obtained from 6-methylphenanthridine by a Mannich reaction or from 6-bromophenanthridine by substitution.From the 6-carboxaldehydophenanthridine and the β-aminoethylthiol, the corresponding thiazolidine or imine are obtained.These compounds are likely to be new radioprotectors.
Lion, Claude,Boukou-Poba, Jean-Paul,Charvy, Claude
p. 169 - 174
(2007/10/02)
SYNTHESE DANS LA SERIE DES PHENANTHRIDINES I. RECHERCHES DES CONDITIONS EXPERIMENTALES OPTIMALES DANS LA PREPARATION D'ALKYL-6 PHENANTHRIDINES ET DE LEUR SEL
The synthesis of 6-alkylphenanthridines and their corresponding salts has been developed.The well known "biphenyl method" has been studied.Acylation of o-aminobiphenyl is achieved by an acid or the corresponding anhydride or acyl chloride.Cyclization of the intermediate o-acylamidobiphenyl has been studied in various conditions (solvents, temperature...).Quaternization has also been accomplished: new 6-alkylphenanthridinium salts have been prepared in good yields.
Lion, C.,Boukou-Poba, J. P.,Charvy, C.
p. 557 - 566
(2007/10/02)
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