Anthracene and Pyrene Ruthenacarboranes

Leonie Schneider; Emma J. Catterson; Joseph Mercer; Rebekah J. Jeans; Georgina M. Rosair; Alan J. Welch

doi:10.1016/j.jorganchem.2021.121805

Anthracene and Pyrene Ruthenacarboranes

Leonie Schneider, Emma J. Catterson, Joseph Mercer, Rebekah J. Jeans, Georgina M. Rosair, Alan J. Welch

School of Engineering & Physical Sciences

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

Abstract

Dehalogenation of the anion [3,3-(PPh₃)₂-3-Cl-closo-3,1,2-RuC₂B₉H₁₁]⁻ in the presence of toluene, anthracene and pyrene affords the new ruthenacarborane species [3-(C₆H₅Me)-closo-3,1,2-RuC₂B₉H₁₁] (1), [3-C₁₄H₁₀-closo-3,1,2-RuC₂B₉H₁₁] (2) and [3-C₁₆H₁₀-closo-3,1,2-RuC₂B₉H₁₁] (3), respectively. Compounds 2 and 3 are the first examples of anthracene and pyrene metallacarboranes. In 2 and 3 the orientation of the polycyclic aromatic hydrocarbon (PAH) with respect to the metallacarborane cage is controlled by the relatively weak trans influences of the cage C atoms and the ligating ring junction C atoms of the PAH compared to the relatively strong trans influences of the facial B atoms of the carborane and the ligating non-junction atoms of the PAH. Thus is demonstrated a pronounced structural anthracene effect and structural pyrene effect, to complement established structural indenyl and structural naphthalene effects in metallacarborane chemistry.

Original language	English
Article number	121805
Journal	Journal of Organometallic Chemistry
Volume	941
Early online date	2 Apr 2021
DOIs	https://doi.org/10.1016/j.jorganchem.2021.121805
Publication status	Published - 7 Jun 2021

Keywords

Anthracene
Crystal structure
Metallacarborane
NMR spectroscopy
Pyrene
Synthesis

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

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10.1016/j.jorganchem.2021.121805

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title = "Anthracene and Pyrene Ruthenacarboranes",

abstract = "Dehalogenation of the anion [3,3-(PPh3)2-3-Cl-closo-3,1,2-RuC2B9H11]− in the presence of toluene, anthracene and pyrene affords the new ruthenacarborane species [3-(C6H5Me)-closo-3,1,2-RuC2B9H11] (1), [3-C14H10-closo-3,1,2-RuC2B9H11] (2) and [3-C16H10-closo-3,1,2-RuC2B9H11] (3), respectively. Compounds 2 and 3 are the first examples of anthracene and pyrene metallacarboranes. In 2 and 3 the orientation of the polycyclic aromatic hydrocarbon (PAH) with respect to the metallacarborane cage is controlled by the relatively weak trans influences of the cage C atoms and the ligating ring junction C atoms of the PAH compared to the relatively strong trans influences of the facial B atoms of the carborane and the ligating non-junction atoms of the PAH. Thus is demonstrated a pronounced structural anthracene effect and structural pyrene effect, to complement established structural indenyl and structural naphthalene effects in metallacarborane chemistry.",

keywords = "Anthracene, Crystal structure, Metallacarborane, NMR spectroscopy, Pyrene, Synthesis",

author = "Leonie Schneider and Catterson, {Emma J.} and Joseph Mercer and Jeans, {Rebekah J.} and Rosair, {Georgina M.} and Welch, {Alan J.}",

note = "Funding Information: We thank the Engineering & Physical Sciences Research Council and the CRITICAT Centre for Doctoral Training for a PhD studentship awarded to R.J.J. (grant no. EP/L016419/1). We also thank Dr G.S. Nichol (University of Edinburgh) for data collection of compound 1 . L.S. is an Erasmus exchange student from the Phillips-Universit{\"a}t Marburg, Germany. Publisher Copyright: {\textcopyright} 2021",

year = "2021",

month = jun,

day = "7",

doi = "10.1016/j.jorganchem.2021.121805",

language = "English",

volume = "941",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier B.V.",

}

TY - JOUR

T1 - Anthracene and Pyrene Ruthenacarboranes

AU - Schneider, Leonie

AU - Catterson, Emma J.

AU - Mercer, Joseph

AU - Jeans, Rebekah J.

AU - Rosair, Georgina M.

AU - Welch, Alan J.

N1 - Funding Information: We thank the Engineering & Physical Sciences Research Council and the CRITICAT Centre for Doctoral Training for a PhD studentship awarded to R.J.J. (grant no. EP/L016419/1). We also thank Dr G.S. Nichol (University of Edinburgh) for data collection of compound 1 . L.S. is an Erasmus exchange student from the Phillips-Universität Marburg, Germany. Publisher Copyright: © 2021

PY - 2021/6/7

Y1 - 2021/6/7

N2 - Dehalogenation of the anion [3,3-(PPh3)2-3-Cl-closo-3,1,2-RuC2B9H11]− in the presence of toluene, anthracene and pyrene affords the new ruthenacarborane species [3-(C6H5Me)-closo-3,1,2-RuC2B9H11] (1), [3-C14H10-closo-3,1,2-RuC2B9H11] (2) and [3-C16H10-closo-3,1,2-RuC2B9H11] (3), respectively. Compounds 2 and 3 are the first examples of anthracene and pyrene metallacarboranes. In 2 and 3 the orientation of the polycyclic aromatic hydrocarbon (PAH) with respect to the metallacarborane cage is controlled by the relatively weak trans influences of the cage C atoms and the ligating ring junction C atoms of the PAH compared to the relatively strong trans influences of the facial B atoms of the carborane and the ligating non-junction atoms of the PAH. Thus is demonstrated a pronounced structural anthracene effect and structural pyrene effect, to complement established structural indenyl and structural naphthalene effects in metallacarborane chemistry.

AB - Dehalogenation of the anion [3,3-(PPh3)2-3-Cl-closo-3,1,2-RuC2B9H11]− in the presence of toluene, anthracene and pyrene affords the new ruthenacarborane species [3-(C6H5Me)-closo-3,1,2-RuC2B9H11] (1), [3-C14H10-closo-3,1,2-RuC2B9H11] (2) and [3-C16H10-closo-3,1,2-RuC2B9H11] (3), respectively. Compounds 2 and 3 are the first examples of anthracene and pyrene metallacarboranes. In 2 and 3 the orientation of the polycyclic aromatic hydrocarbon (PAH) with respect to the metallacarborane cage is controlled by the relatively weak trans influences of the cage C atoms and the ligating ring junction C atoms of the PAH compared to the relatively strong trans influences of the facial B atoms of the carborane and the ligating non-junction atoms of the PAH. Thus is demonstrated a pronounced structural anthracene effect and structural pyrene effect, to complement established structural indenyl and structural naphthalene effects in metallacarborane chemistry.

KW - Anthracene

KW - Crystal structure

KW - Metallacarborane

KW - NMR spectroscopy

KW - Pyrene

KW - Synthesis

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U2 - 10.1016/j.jorganchem.2021.121805

DO - 10.1016/j.jorganchem.2021.121805

M3 - Article

SN - 0022-328X

VL - 941

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

M1 - 121805

ER -

Anthracene and Pyrene Ruthenacarboranes

Abstract

Keywords

ASJC Scopus subject areas

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