Syntheses of chromium tricarbonyl organometals of 1-methyl-naphthalene and different polycyclic aromatic hydrocarbons, characterisation of the (C 11H10)Cr(CO)3 isomers and the crystal structure of the [(η6-5,6,7,8,9,10-C11H10)Cr(CO) 3] complex

Aldo Arrais; Eliano Diana; Domenica Marabello; Giuliana Gervasio; Pier Luigi Stanghellini

doi:10.1016/j.jorganchem.2010.12.005

Syntheses of chromium tricarbonyl organometals of 1-methyl-naphthalene and different polycyclic aromatic hydrocarbons, characterisation of the (C ₁₁H₁₀)Cr(CO)₃ isomers and the crystal structure of the [(η⁶-5,6,7,8,9,10-C₁₁H₁₀)Cr(CO) ₃] complex

Aldo Arrais
, Eliano Diana
, Domenica Marabello
, Giuliana Gervasio
, Pier Luigi Stanghellini

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

Abstract

The synthesis of organometal complexes from chromium hexacarbonyl with 1-methyl-naphthalene ligand is reported. Two arene-chromium-tricarbonyl isomers are formed at competitive yields, featured with the metal fragment coordinated to both the methylated and the benzenic aromatic ring. A single-crystal X-ray diffraction measurement has been performed on the [(η⁶-5,6,7,8,9, 10-C₁₁H₁₀)Cr(CO)₃] isomer, which presents the metal carbonyl moiety attached to the benzenic arene ligand. The products of reaction have been studied by UV-VIS-NIR, fluorescence and ¹H NMR spectroscopies. A detailed vibrational characterisation by mean of experimental FT-IR and Raman spectroscopy and DFT calculations is reported. The electron ligand donation to the metal carbonyl system, determined by FT-IR spectroscopy, has been related to the actual decrease of resonance energy of the aromatic hydrocarbon in the complex and compared with other chromium tricarbonyl complexes of different polycyclic aromatic hydrocarbons provided with the naphthalenic moiety.

Original language	English
Pages (from-to)	2299-2305
Number of pages	7
Journal	Journal of Organometallic Chemistry
Volume	696
Issue number	11-12
DOIs	https://doi.org/10.1016/j.jorganchem.2010.12.005
Publication status	Published - 1 Jun 2011
Externally published	Yes

Keywords

1-methyl-naphthalene
Chromium tricarbonyl complexes
DFT calculation
Polycyclic aromatic hydrocarbons
Single-crystal X-ray diffraction
Vibrational spectroscopy

Access to Document

10.1016/j.jorganchem.2010.12.005

Fingerprint

Dive into the research topics of 'Syntheses of chromium tricarbonyl organometals of 1-methyl-naphthalene and different polycyclic aromatic hydrocarbons, characterisation of the (C ₁₁H₁₀)Cr(CO)₃ isomers and the crystal structure of the [(η⁶-5,6,7,8,9,10-C₁₁H₁₀)Cr(CO) ₃] complex'. Together they form a unique fingerprint.

Cite this

Arrais, A., Diana, E., Marabello, D., Gervasio, G., & Stanghellini, P. L. (2011). Syntheses of chromium tricarbonyl organometals of 1-methyl-naphthalene and different polycyclic aromatic hydrocarbons, characterisation of the (C ₁₁H₁₀)Cr(CO)₃ isomers and the crystal structure of the [(η⁶-5,6,7,8,9,10-C₁₁H₁₀)Cr(CO) ₃] complex. Journal of Organometallic Chemistry, 696(11-12), 2299-2305. https://doi.org/10.1016/j.jorganchem.2010.12.005

Arrais, Aldo ; Diana, Eliano ; Marabello, Domenica et al. / Syntheses of chromium tricarbonyl organometals of 1-methyl-naphthalene and different polycyclic aromatic hydrocarbons, characterisation of the (C ₁₁H₁₀)Cr(CO)₃ isomers and the crystal structure of the [(η⁶-5,6,7,8,9,10-C₁₁H₁₀)Cr(CO) ₃] complex. In: Journal of Organometallic Chemistry. 2011 ; Vol. 696, No. 11-12. pp. 2299-2305.

@article{ff3ed94f727b4fc6bfe4007aff88b60f,

title = "Syntheses of chromium tricarbonyl organometals of 1-methyl-naphthalene and different polycyclic aromatic hydrocarbons, characterisation of the (C 11H10)Cr(CO)3 isomers and the crystal structure of the [(η6-5,6,7,8,9,10-C11H10)Cr(CO) 3] complex",

abstract = "The synthesis of organometal complexes from chromium hexacarbonyl with 1-methyl-naphthalene ligand is reported. Two arene-chromium-tricarbonyl isomers are formed at competitive yields, featured with the metal fragment coordinated to both the methylated and the benzenic aromatic ring. A single-crystal X-ray diffraction measurement has been performed on the [(η6-5,6,7,8,9, 10-C11H10)Cr(CO)3] isomer, which presents the metal carbonyl moiety attached to the benzenic arene ligand. The products of reaction have been studied by UV-VIS-NIR, fluorescence and 1H NMR spectroscopies. A detailed vibrational characterisation by mean of experimental FT-IR and Raman spectroscopy and DFT calculations is reported. The electron ligand donation to the metal carbonyl system, determined by FT-IR spectroscopy, has been related to the actual decrease of resonance energy of the aromatic hydrocarbon in the complex and compared with other chromium tricarbonyl complexes of different polycyclic aromatic hydrocarbons provided with the naphthalenic moiety.",

keywords = "1-methyl-naphthalene, Chromium tricarbonyl complexes, DFT calculation, Polycyclic aromatic hydrocarbons, Single-crystal X-ray diffraction, Vibrational spectroscopy",

author = "Aldo Arrais and Eliano Diana and Domenica Marabello and Giuliana Gervasio and Stanghellini, \{Pier Luigi\}",

note = "Funding Information: This research work was supported by the public Fondo Ricerca Locale (F.R.L.) of the Italian Ministero dell{\textquoteright}Istruzione, Universit{\`a} e Ricerca (M.I.U.R.). Dr. Simonetta Geninatti Crich (University of Turin, Italy) is acknowledged for 1 H NMR measurements. ",

year = "2011",

month = jun,

day = "1",

doi = "10.1016/j.jorganchem.2010.12.005",

language = "English",

volume = "696",

pages = "2299--2305",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier B.V.",

number = "11-12",

}

Arrais, A, Diana, E, Marabello, D, Gervasio, G & Stanghellini, PL 2011, 'Syntheses of chromium tricarbonyl organometals of 1-methyl-naphthalene and different polycyclic aromatic hydrocarbons, characterisation of the (C ₁₁H₁₀)Cr(CO)₃ isomers and the crystal structure of the [(η⁶-5,6,7,8,9,10-C₁₁H₁₀)Cr(CO) ₃] complex', Journal of Organometallic Chemistry, vol. 696, no. 11-12, pp. 2299-2305. https://doi.org/10.1016/j.jorganchem.2010.12.005

Syntheses of chromium tricarbonyl organometals of 1-methyl-naphthalene and different polycyclic aromatic hydrocarbons, characterisation of the (C ₁₁H₁₀)Cr(CO)₃ isomers and the crystal structure of the [(η⁶-5,6,7,8,9,10-C₁₁H₁₀)Cr(CO) ₃] complex. / Arrais, Aldo; Diana, Eliano; Marabello, Domenica et al.
In: Journal of Organometallic Chemistry, Vol. 696, No. 11-12, 01.06.2011, p. 2299-2305.

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

TY - JOUR

T1 - Syntheses of chromium tricarbonyl organometals of 1-methyl-naphthalene and different polycyclic aromatic hydrocarbons, characterisation of the (C 11H10)Cr(CO)3 isomers and the crystal structure of the [(η6-5,6,7,8,9,10-C11H10)Cr(CO) 3] complex

AU - Arrais, Aldo

AU - Diana, Eliano

AU - Marabello, Domenica

AU - Gervasio, Giuliana

AU - Stanghellini, Pier Luigi

N1 - Funding Information: This research work was supported by the public Fondo Ricerca Locale (F.R.L.) of the Italian Ministero dell’Istruzione, Università e Ricerca (M.I.U.R.). Dr. Simonetta Geninatti Crich (University of Turin, Italy) is acknowledged for 1 H NMR measurements.

PY - 2011/6/1

Y1 - 2011/6/1

N2 - The synthesis of organometal complexes from chromium hexacarbonyl with 1-methyl-naphthalene ligand is reported. Two arene-chromium-tricarbonyl isomers are formed at competitive yields, featured with the metal fragment coordinated to both the methylated and the benzenic aromatic ring. A single-crystal X-ray diffraction measurement has been performed on the [(η6-5,6,7,8,9, 10-C11H10)Cr(CO)3] isomer, which presents the metal carbonyl moiety attached to the benzenic arene ligand. The products of reaction have been studied by UV-VIS-NIR, fluorescence and 1H NMR spectroscopies. A detailed vibrational characterisation by mean of experimental FT-IR and Raman spectroscopy and DFT calculations is reported. The electron ligand donation to the metal carbonyl system, determined by FT-IR spectroscopy, has been related to the actual decrease of resonance energy of the aromatic hydrocarbon in the complex and compared with other chromium tricarbonyl complexes of different polycyclic aromatic hydrocarbons provided with the naphthalenic moiety.

AB - The synthesis of organometal complexes from chromium hexacarbonyl with 1-methyl-naphthalene ligand is reported. Two arene-chromium-tricarbonyl isomers are formed at competitive yields, featured with the metal fragment coordinated to both the methylated and the benzenic aromatic ring. A single-crystal X-ray diffraction measurement has been performed on the [(η6-5,6,7,8,9, 10-C11H10)Cr(CO)3] isomer, which presents the metal carbonyl moiety attached to the benzenic arene ligand. The products of reaction have been studied by UV-VIS-NIR, fluorescence and 1H NMR spectroscopies. A detailed vibrational characterisation by mean of experimental FT-IR and Raman spectroscopy and DFT calculations is reported. The electron ligand donation to the metal carbonyl system, determined by FT-IR spectroscopy, has been related to the actual decrease of resonance energy of the aromatic hydrocarbon in the complex and compared with other chromium tricarbonyl complexes of different polycyclic aromatic hydrocarbons provided with the naphthalenic moiety.

KW - 1-methyl-naphthalene

KW - Chromium tricarbonyl complexes

KW - DFT calculation

KW - Polycyclic aromatic hydrocarbons

KW - Single-crystal X-ray diffraction

KW - Vibrational spectroscopy

UR - https://www.scopus.com/pages/publications/79955619432

U2 - 10.1016/j.jorganchem.2010.12.005

DO - 10.1016/j.jorganchem.2010.12.005

M3 - Article

SN - 0022-328X

VL - 696

SP - 2299

EP - 2305

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 11-12

ER -

Arrais A, Diana E, Marabello D, Gervasio G, Stanghellini PL. Syntheses of chromium tricarbonyl organometals of 1-methyl-naphthalene and different polycyclic aromatic hydrocarbons, characterisation of the (C ₁₁H₁₀)Cr(CO)₃ isomers and the crystal structure of the [(η⁶-5,6,7,8,9,10-C₁₁H₁₀)Cr(CO) ₃] complex. Journal of Organometallic Chemistry. 2011 Jun 1;696(11-12):2299-2305. doi: 10.1016/j.jorganchem.2010.12.005