Synthesis and Study of Three Novel Macrocyclic Selena[n]ferrocenophanes Containing a Naphthalene Unit

Abstract

Three novel macrocyclic ligands, L1-L3, in which a ferrocene unit and a fluorescent moiety are linked to polyselena rings have been designed and prepared from 1,1'-bis(3-bromopropylseleno)ferrocene. Reaction of L with [M(NCMe)4](PF6)2 (M = Pd and Pt) led to complexes [ML](PF6)2 (M = Pd and Pt). Crystal structure analysis revealed that after complexation, the macrocyclic ligand adopts the unusual c,c,c conformation due to intramolecular C-H···π interactions from the hydrogen atoms of ferrocene moieties to the naphthalene ring. Electrochemical studies showed that in [ML](PF6)2 (M = Pd and Pt) the half-wave potential of the 1,1'-ferrocenediyl group shifts to much more positive potentials due to electron density withdrawn from Se donor atoms. Electrochemical and optical measurements were used to calculate HOMO and LUMO levels as well as HOMO-LUMO band gaps. Results were compared and correlated with the differences in molecular structures.

Anthracene-based ferrocenylselenoethers: syntheses, crystal structures, Cu(i) complexes and sensing property

“…[13][14][15][16] In the study of uorescent sensor, anthracene was chosen as the light emitting fragment in view of its strong emission and chemical stability. [13][14][15][16] In the study of uorescent sensor, anthracene was chosen as the light emitting fragment in view of its strong emission and chemical stability.…”

“…Our group has embarked on the systematic study of multichannel probes based on ferrocenyl selenoethers because the so Se atoms show a good binding property to heavy and late transition metal cations. [13][14][15][16] In the study of uorescent sensor, anthracene was chosen as the light emitting fragment in view of its strong emission and chemical stability. Several anthracenebased ligands show selective detection of Hg 2+ , Cu 2+ , Zn 2+ through uorescent signal.…”

All-polymer particulate slurry batteries

“…All density functional theory (DFT) calculations were performed with the Gaussian 09 program package 53 . Geometrical structures of PI1 unit and its redox intermediates were optimized using the B3LYP/6-31+G (d, p) basis set 54 . The vibrational frequency scaling factor of B3LYP/6-31+G (d, p) basis set is 0.964.…”

Formation of alkyne-bridged ferrocenophanes using ring-closing alkyne metathesis on 1,1’-diacetylenic ferrocenes

“…Herein, a main focus lies on complexes with ferrocenic thia-crown ethers as well as selena crown-ethers coordinating a transition metal occasionally inside the cavity of the ferrocenophane. [78][79][80][81] In some cases, a metaliron interaction, e. g., as shown in complex IV, 79 could be observed depending on the ring size of the ferrocenophane ligand. [82][83][84][85] Furthermore, ferrocenophanes functionalized with bridges containing various heteroatoms were utilized as ion sensors for a wide variety of applications.…”