Are halocarboranes suitable for substitution reactions? The case for 3-I-1,2-closo-C2B10H11: Molecular orbital calculations, aryldehalogenation reactions, 11B NMR interpretation of closo-carboranes, and molecular structures of 1-Ph-3-Br-1,2-closo-C2B10H10 and 3-Ph-1,2-closo-C2B10H11

C. Viñas; G. Barberà; J. M. Oliva; F. Teixidor; A. J. Welch; G. M. Rosair

doi:10.1021/ic010493o

Are halocarboranes suitable for substitution reactions? The case for 3-I-1,2-closo-C₂B₁₀H₁₁: Molecular orbital calculations, aryldehalogenation reactions, ¹¹B NMR interpretation of closo-carboranes, and molecular structures of 1-Ph-3-Br-1,2-closo-C₂B₁₀H₁₀ and 3-Ph-1,2-closo-C₂B₁₀H₁₁

C. Viñas, G. Barberà, J. M. Oliva, F. Teixidor, A. J. Welch, G. M. Rosair

School of Engineering & Physical Sciences

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Abstract

In this paper, the chemistry of 3-X-1,2-closo-C₂B₁₀H₁₁ (X = halogen) derivatives is extended. Molecular orbital and ¹¹B and ¹³C NMR calculations on these species are presented. A qualitative interpretation of the ¹¹B NMR spectra of closo o-carborane derivatives is also provided. The synthesis of 3-X-1-R-o-carborane (X = I, Br and R = Me, Ph) derivatives is reported, and aryldehalogenation at the B3 position is reported for the first time. The molecular and crystal structures of 1-phenyl-3-bromo- 1,2-dicarba-closo-dodecaborane and 3-phenyl-1,2-dicarba-closo-dodecaborane are described.

Original language	English
Pages (from-to)	6555-6562
Number of pages	8
Journal	Inorganic Chemistry
Volume	40
Issue number	26
DOIs	https://doi.org/10.1021/ic010493o
Publication status	Published - 17 Dec 2001

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Viñas, C., Barberà, G., Oliva, J. M., Teixidor, F., Welch, A. J., & Rosair, G. M. (2001). Are halocarboranes suitable for substitution reactions? The case for 3-I-1,2-closo-C₂B₁₀H₁₁: Molecular orbital calculations, aryldehalogenation reactions, ¹¹B NMR interpretation of closo-carboranes, and molecular structures of 1-Ph-3-Br-1,2-closo-C₂B₁₀H₁₀ and 3-Ph-1,2-closo-C₂B₁₀H₁₁. Inorganic Chemistry, 40(26), 6555-6562. https://doi.org/10.1021/ic010493o

Viñas, C. ; Barberà, G. ; Oliva, J. M. et al. / Are halocarboranes suitable for substitution reactions? The case for 3-I-1,2-closo-C₂B₁₀H₁₁ : Molecular orbital calculations, aryldehalogenation reactions, ¹¹B NMR interpretation of closo-carboranes, and molecular structures of 1-Ph-3-Br-1,2-closo-C₂B₁₀H₁₀ and 3-Ph-1,2-closo-C₂B₁₀H₁₁. In: Inorganic Chemistry. 2001 ; Vol. 40, No. 26. pp. 6555-6562.

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title = "Are halocarboranes suitable for substitution reactions? The case for 3-I-1,2-closo-C2B10H11: Molecular orbital calculations, aryldehalogenation reactions, 11B NMR interpretation of closo-carboranes, and molecular structures of 1-Ph-3-Br-1,2-closo-C2B10H10 and 3-Ph-1,2-closo-C2B10H11",

abstract = "In this paper, the chemistry of 3-X-1,2-closo-C2B10H11 (X = halogen) derivatives is extended. Molecular orbital and 11B and 13C NMR calculations on these species are presented. A qualitative interpretation of the 11B NMR spectra of closo o-carborane derivatives is also provided. The synthesis of 3-X-1-R-o-carborane (X = I, Br and R = Me, Ph) derivatives is reported, and aryldehalogenation at the B3 position is reported for the first time. The molecular and crystal structures of 1-phenyl-3-bromo- 1,2-dicarba-closo-dodecaborane and 3-phenyl-1,2-dicarba-closo-dodecaborane are described.",

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year = "2001",

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Viñas, C, Barberà, G, Oliva, JM, Teixidor, F, Welch, AJ & Rosair, GM 2001, 'Are halocarboranes suitable for substitution reactions? The case for 3-I-1,2-closo-C₂B₁₀H₁₁: Molecular orbital calculations, aryldehalogenation reactions, ¹¹B NMR interpretation of closo-carboranes, and molecular structures of 1-Ph-3-Br-1,2-closo-C₂B₁₀H₁₀ and 3-Ph-1,2-closo-C₂B₁₀H₁₁', Inorganic Chemistry, vol. 40, no. 26, pp. 6555-6562. https://doi.org/10.1021/ic010493o

Are halocarboranes suitable for substitution reactions? The case for 3-I-1,2-closo-C₂B₁₀H₁₁: Molecular orbital calculations, aryldehalogenation reactions, ¹¹B NMR interpretation of closo-carboranes, and molecular structures of 1-Ph-3-Br-1,2-closo-C₂B₁₀H₁₀ and 3-Ph-1,2-closo-C₂B₁₀H₁₁. / Viñas, C.; Barberà, G.; Oliva, J. M. et al.
In: Inorganic Chemistry, Vol. 40, No. 26, 17.12.2001, p. 6555-6562.

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

TY - JOUR

T1 - Are halocarboranes suitable for substitution reactions? The case for 3-I-1,2-closo-C2B10H11

T2 - Molecular orbital calculations, aryldehalogenation reactions, 11B NMR interpretation of closo-carboranes, and molecular structures of 1-Ph-3-Br-1,2-closo-C2B10H10 and 3-Ph-1,2-closo-C2B10H11

AU - Viñas, C.

AU - Barberà, G.

AU - Oliva, J. M.

AU - Teixidor, F.

AU - Welch, A. J.

AU - Rosair, G. M.

PY - 2001/12/17

Y1 - 2001/12/17

N2 - In this paper, the chemistry of 3-X-1,2-closo-C2B10H11 (X = halogen) derivatives is extended. Molecular orbital and 11B and 13C NMR calculations on these species are presented. A qualitative interpretation of the 11B NMR spectra of closo o-carborane derivatives is also provided. The synthesis of 3-X-1-R-o-carborane (X = I, Br and R = Me, Ph) derivatives is reported, and aryldehalogenation at the B3 position is reported for the first time. The molecular and crystal structures of 1-phenyl-3-bromo- 1,2-dicarba-closo-dodecaborane and 3-phenyl-1,2-dicarba-closo-dodecaborane are described.

AB - In this paper, the chemistry of 3-X-1,2-closo-C2B10H11 (X = halogen) derivatives is extended. Molecular orbital and 11B and 13C NMR calculations on these species are presented. A qualitative interpretation of the 11B NMR spectra of closo o-carborane derivatives is also provided. The synthesis of 3-X-1-R-o-carborane (X = I, Br and R = Me, Ph) derivatives is reported, and aryldehalogenation at the B3 position is reported for the first time. The molecular and crystal structures of 1-phenyl-3-bromo- 1,2-dicarba-closo-dodecaborane and 3-phenyl-1,2-dicarba-closo-dodecaborane are described.

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DO - 10.1021/ic010493o

M3 - Article

SN - 0020-1669

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JO - Inorganic Chemistry

JF - Inorganic Chemistry

IS - 26

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Viñas C, Barberà G, Oliva JM, Teixidor F, Welch AJ, Rosair GM. Are halocarboranes suitable for substitution reactions? The case for 3-I-1,2-closo-C₂B₁₀H₁₁: Molecular orbital calculations, aryldehalogenation reactions, ¹¹B NMR interpretation of closo-carboranes, and molecular structures of 1-Ph-3-Br-1,2-closo-C₂B₁₀H₁₀ and 3-Ph-1,2-closo-C₂B₁₀H₁₁. Inorganic Chemistry. 2001 Dec 17;40(26):6555-6562. doi: 10.1021/ic010493o

Are halocarboranes suitable for substitution reactions? The case for 3-I-1,2-closo-C2B10H11: Molecular orbital calculations, aryldehalogenation reactions, 11B NMR interpretation of closo-carboranes, and molecular structures of 1-Ph-3-Br-1,2-closo-C2B10H10 and 3-Ph-1,2-closo-C2B10H11

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