Synthesis and structures of metallocene complexes of iron(II) and ruthenium(II) derived from 9,9 '-spirobifluorene

R E  Douthwaite; N  Guillaume; A C  Whitwood

doi:10.1016/j.jorganchem.2005.10.004

Synthesis and structures of metallocene complexes of iron(II) and ruthenium(II) derived from 9,9 '-spirobifluorene

R E Douthwaite, N Guillaume, A C Whitwood

Chemistry

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

Abstract

Reaction between 9,9'-spirobifluorene and [CpM](+) (where M = Fe and Ru) equivalents gives the complexes [CpRu(eta(6)-SBF)][PF6] (1), [(CpRu)(2)(eta(6),eta(6)-SBF)][PF6](2) (2) and [(CpFe)(2)(eta(6),eta(6)-SBF)][PF6](2) (3), respectively. Single crystal X-ray structures of 1 and 3 show that the metal atoms exhibit distorted eta (6)-coordination to SBF phenyl moieties primarily as a consequence of steric interactions between Cp and SBF. The structure of 3 contains each of the possible C-2 enantiomers whereas NMR spectroscopy shows signals consistent with a 1:1 mixture of C-2 and C-1 stereoisomers for both 2 and 3. In conjunction with electrochemical data the observations are consistent with SBF acting as a molecule containing two independent biphenyl moieties. (c) 2005 Elsevier B.V. All rights reserved.

Original language	English
Pages (from-to)	711-716
Number of pages	6
Journal	JOURNAL OF ORGANOMETALLIC CHEMISTRY
Volume	691
Issue number	4
DOIs	https://doi.org/10.1016/j.jorganchem.2005.10.004
Publication status	Published - 1 Feb 2006

Keywords

metallocene
sandwich complexes
9,9 '-spirobifluorene
iron
ruthenium
ENANTIOSELECTIVE COMPLEXATION
POLYAROMATIC MOLECULES
ELECTRONIC-STRUCTURES
DICARBOXYLIC-ACIDS
CHEMISTRY
TER(9,9-DIARYLFLUORENE)S
DERIVATIVES
FERROCENE
TRANSPORT
DICATIONS

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10.1016/j.jorganchem.2005.10.004

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@article{e1e6adaa97b94737af3498d4ad778598,

title = "Synthesis and structures of metallocene complexes of iron(II) and ruthenium(II) derived from 9,9 '-spirobifluorene",

abstract = "Reaction between 9,9'-spirobifluorene and [CpM](+) (where M = Fe and Ru) equivalents gives the complexes [CpRu(eta(6)-SBF)][PF6] (1), [(CpRu)(2)(eta(6),eta(6)-SBF)][PF6](2) (2) and [(CpFe)(2)(eta(6),eta(6)-SBF)][PF6](2) (3), respectively. Single crystal X-ray structures of 1 and 3 show that the metal atoms exhibit distorted eta (6)-coordination to SBF phenyl moieties primarily as a consequence of steric interactions between Cp and SBF. The structure of 3 contains each of the possible C-2 enantiomers whereas NMR spectroscopy shows signals consistent with a 1:1 mixture of C-2 and C-1 stereoisomers for both 2 and 3. In conjunction with electrochemical data the observations are consistent with SBF acting as a molecule containing two independent biphenyl moieties. (c) 2005 Elsevier B.V. All rights reserved.",

keywords = "metallocene, sandwich complexes, 9,9 '-spirobifluorene, iron, ruthenium, ENANTIOSELECTIVE COMPLEXATION, POLYAROMATIC MOLECULES, ELECTRONIC-STRUCTURES, DICARBOXYLIC-ACIDS, CHEMISTRY, TER(9,9-DIARYLFLUORENE)S, DERIVATIVES, FERROCENE, TRANSPORT, DICATIONS",

author = "Douthwaite, {R E} and N Guillaume and Whitwood, {A C}",

year = "2006",

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doi = "10.1016/j.jorganchem.2005.10.004",

language = "English",

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TY - JOUR

T1 - Synthesis and structures of metallocene complexes of iron(II) and ruthenium(II) derived from 9,9 '-spirobifluorene

AU - Douthwaite, R E

AU - Guillaume, N

AU - Whitwood, A C

PY - 2006/2/1

Y1 - 2006/2/1

N2 - Reaction between 9,9'-spirobifluorene and [CpM](+) (where M = Fe and Ru) equivalents gives the complexes [CpRu(eta(6)-SBF)][PF6] (1), [(CpRu)(2)(eta(6),eta(6)-SBF)][PF6](2) (2) and [(CpFe)(2)(eta(6),eta(6)-SBF)][PF6](2) (3), respectively. Single crystal X-ray structures of 1 and 3 show that the metal atoms exhibit distorted eta (6)-coordination to SBF phenyl moieties primarily as a consequence of steric interactions between Cp and SBF. The structure of 3 contains each of the possible C-2 enantiomers whereas NMR spectroscopy shows signals consistent with a 1:1 mixture of C-2 and C-1 stereoisomers for both 2 and 3. In conjunction with electrochemical data the observations are consistent with SBF acting as a molecule containing two independent biphenyl moieties. (c) 2005 Elsevier B.V. All rights reserved.

AB - Reaction between 9,9'-spirobifluorene and [CpM](+) (where M = Fe and Ru) equivalents gives the complexes [CpRu(eta(6)-SBF)][PF6] (1), [(CpRu)(2)(eta(6),eta(6)-SBF)][PF6](2) (2) and [(CpFe)(2)(eta(6),eta(6)-SBF)][PF6](2) (3), respectively. Single crystal X-ray structures of 1 and 3 show that the metal atoms exhibit distorted eta (6)-coordination to SBF phenyl moieties primarily as a consequence of steric interactions between Cp and SBF. The structure of 3 contains each of the possible C-2 enantiomers whereas NMR spectroscopy shows signals consistent with a 1:1 mixture of C-2 and C-1 stereoisomers for both 2 and 3. In conjunction with electrochemical data the observations are consistent with SBF acting as a molecule containing two independent biphenyl moieties. (c) 2005 Elsevier B.V. All rights reserved.

KW - metallocene

KW - sandwich complexes

KW - 9,9 '-spirobifluorene

KW - iron

KW - ruthenium

KW - ENANTIOSELECTIVE COMPLEXATION

KW - POLYAROMATIC MOLECULES

KW - ELECTRONIC-STRUCTURES

KW - DICARBOXYLIC-ACIDS

KW - CHEMISTRY

KW - TER(9,9-DIARYLFLUORENE)S

KW - DERIVATIVES

KW - FERROCENE

KW - TRANSPORT

KW - DICATIONS

U2 - 10.1016/j.jorganchem.2005.10.004

DO - 10.1016/j.jorganchem.2005.10.004

M3 - Article

SN - 0022-328X

VL - 691

SP - 711

EP - 716

JO - JOURNAL OF ORGANOMETALLIC CHEMISTRY

JF - JOURNAL OF ORGANOMETALLIC CHEMISTRY

IS - 4

ER -