Photochemistry of metallaborane: A novel method for functionalized carborane synthesis

Pei Ma; James T. Spencer

doi:10.1016/j.inoche.2018.01.009

Photochemistry of metallaborane: A novel method for functionalized carborane synthesis

Pei Ma, James T. Spencer

Department of Chemistry

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

4 Scopus citations

Abstract

The photointeractions of a stable 10-vertex manganadecaborane [nido-6-Mn(CO)₃B₉H₁₃][NMe₄] (1) and various unsaturated moleculars were studied. The investigated unsaturated molecules include nitriles (1,5-dicyanopentane, acetonitrile, methyl cyanoformate), ketones (4-heptanone, 1-indanone, ethyl pyruvate), aldehyde (benzaldehyde), imines (N-benzylidenemethylamine), alkene (methyl acrylate), isocyanates (phenyl isocyanate) and various alkynes. The manganadecaborane was found to photoreact with both terminal and internal alkynes to afford the carborane with general formula [7-R-8-R′-7,8-nido-C₂B₉H₁₀][NMe₄] (2) in good yield. This not only represents a novel method for generating the substituted nido-C₂B₉ complex but also implies photochemical approach can be an alternative methodology for metallaborane and metallacarborane chemistry.

Original language	English (US)
Pages (from-to)	78-82
Number of pages	5
Journal	Inorganic Chemistry Communications
Volume	89
DOIs	https://doi.org/10.1016/j.inoche.2018.01.009
State	Published - Mar 2018

Keywords

Carborane
Manganese
Metallaborane
Photochemistry
Photoinsertion

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Inorganic Chemistry
Materials Chemistry

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10.1016/j.inoche.2018.01.009

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@article{548378d9aca3472d82acb285eb35d61a,

title = "Photochemistry of metallaborane: A novel method for functionalized carborane synthesis",

abstract = "The photointeractions of a stable 10-vertex manganadecaborane [nido-6-Mn(CO)3B9H13][NMe4] (1) and various unsaturated moleculars were studied. The investigated unsaturated molecules include nitriles (1,5-dicyanopentane, acetonitrile, methyl cyanoformate), ketones (4-heptanone, 1-indanone, ethyl pyruvate), aldehyde (benzaldehyde), imines (N-benzylidenemethylamine), alkene (methyl acrylate), isocyanates (phenyl isocyanate) and various alkynes. The manganadecaborane was found to photoreact with both terminal and internal alkynes to afford the carborane with general formula [7-R-8-R′-7,8-nido-C2B9H10][NMe4] (2) in good yield. This not only represents a novel method for generating the substituted nido-C2B9 complex but also implies photochemical approach can be an alternative methodology for metallaborane and metallacarborane chemistry.",

keywords = "Carborane, Manganese, Metallaborane, Photochemistry, Photoinsertion",

author = "Pei Ma and Spencer, {James T.}",

note = "Publisher Copyright: {\textcopyright} 2018 Elsevier B.V.",

year = "2018",

month = mar,

doi = "10.1016/j.inoche.2018.01.009",

language = "English (US)",

volume = "89",

pages = "78--82",

journal = "Inorganic Chemistry Communications",

issn = "1387-7003",

publisher = "Elsevier",

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TY - JOUR

T1 - Photochemistry of metallaborane

T2 - A novel method for functionalized carborane synthesis

AU - Ma, Pei

AU - Spencer, James T.

PY - 2018/3

Y1 - 2018/3

N2 - The photointeractions of a stable 10-vertex manganadecaborane [nido-6-Mn(CO)3B9H13][NMe4] (1) and various unsaturated moleculars were studied. The investigated unsaturated molecules include nitriles (1,5-dicyanopentane, acetonitrile, methyl cyanoformate), ketones (4-heptanone, 1-indanone, ethyl pyruvate), aldehyde (benzaldehyde), imines (N-benzylidenemethylamine), alkene (methyl acrylate), isocyanates (phenyl isocyanate) and various alkynes. The manganadecaborane was found to photoreact with both terminal and internal alkynes to afford the carborane with general formula [7-R-8-R′-7,8-nido-C2B9H10][NMe4] (2) in good yield. This not only represents a novel method for generating the substituted nido-C2B9 complex but also implies photochemical approach can be an alternative methodology for metallaborane and metallacarborane chemistry.

AB - The photointeractions of a stable 10-vertex manganadecaborane [nido-6-Mn(CO)3B9H13][NMe4] (1) and various unsaturated moleculars were studied. The investigated unsaturated molecules include nitriles (1,5-dicyanopentane, acetonitrile, methyl cyanoformate), ketones (4-heptanone, 1-indanone, ethyl pyruvate), aldehyde (benzaldehyde), imines (N-benzylidenemethylamine), alkene (methyl acrylate), isocyanates (phenyl isocyanate) and various alkynes. The manganadecaborane was found to photoreact with both terminal and internal alkynes to afford the carborane with general formula [7-R-8-R′-7,8-nido-C2B9H10][NMe4] (2) in good yield. This not only represents a novel method for generating the substituted nido-C2B9 complex but also implies photochemical approach can be an alternative methodology for metallaborane and metallacarborane chemistry.

KW - Carborane

KW - Manganese

KW - Metallaborane

KW - Photochemistry

KW - Photoinsertion

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DO - 10.1016/j.inoche.2018.01.009

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SP - 78

EP - 82

JO - Inorganic Chemistry Communications

JF - Inorganic Chemistry Communications

ER -

Photochemistry of metallaborane: A novel method for functionalized carborane synthesis

Abstract

Keywords

ASJC Scopus subject areas

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