Synthesis and study of three novel macrocyclic selena[n]ferrocenophanes containing a naphthalene unit

Wei Ji; Su Jing; Zeyu Liu; Jing Shen; Jing Ma; Dunru Zhu; Dengke Cao; Limin Zheng; Minxia Yao

doi:10.1021/ic302628y

Synthesis and study of three novel macrocyclic selena[n]ferrocenophanes containing a naphthalene unit

Wei Ji, Su Jing, Zeyu Liu, Jing Shen, Jing Ma, Dunru Zhu, Dengke Cao, Limin Zheng, Minxia Yao

College of Chemical Engineering

Research output: Contribution to journal › Article › peer-review

16 Scopus citations

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the half-wave potential of the 1,1′-ferrocenediyl group shifts to much more positive potentials due to electron density withdrawn from Se donor atoms.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.

Original language	English
Pages (from-to)	5786-5793
Number of pages	8
Journal	Inorganic Chemistry
Volume	52
Issue number	10
DOIs	https://doi.org/10.1021/ic302628y
State	Published - 20 May 2013

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title = "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.",

author = "Wei Ji and Su Jing and Zeyu Liu and Jing Shen and Jing Ma and Dunru Zhu and Dengke Cao and Limin Zheng and Minxia Yao",

year = "2013",

month = may,

day = "20",

doi = "10.1021/ic302628y",

language = "英语",

volume = "52",

pages = "5786--5793",

journal = "Inorganic Chemistry",

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TY - JOUR

T1 - Synthesis and study of three novel macrocyclic selena[n]ferrocenophanes containing a naphthalene unit

AU - Ji, Wei

AU - Jing, Su

AU - Liu, Zeyu

AU - Shen, Jing

AU - Ma, Jing

AU - Zhu, Dunru

AU - Cao, Dengke

AU - Zheng, Limin

AU - Yao, Minxia

PY - 2013/5/20

Y1 - 2013/5/20

N2 - 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.

AB - 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.

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U2 - 10.1021/ic302628y

DO - 10.1021/ic302628y

M3 - 文章

C2 - 23631515

AN - SCOPUS:84877963490

SN - 0020-1669

VL - 52

SP - 5786

EP - 5793

JO - Inorganic Chemistry

JF - Inorganic Chemistry

IS - 10

ER -

Synthesis and study of three novel macrocyclic selena[n]ferrocenophanes containing a naphthalene unit

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