Silylmethylations of C60 with Grignard Reagents: Selective Synthesis of HC60CH2SiMe2Y and C60(CH2SiMe2Y)2 with Selection of Solvents

Hideo Nagashima; Hiroshi Terasaki; Eiji Kimura; Katsumasa Nakajima; Kenji Itoh

doi:10.1021/jo00085a007

Silylmethylations of C₆₀ with Grignard Reagents: Selective Synthesis of HC₆₀CH₂SiMe₂Y and C₆₀(CH₂SiMe₂Y)₂ with Selection of Solvents

Hideo Nagashima, Hiroshi Terasaki, Eiji Kimura, Katsumasa Nakajima, Kenji Itoh

Department of Applied Molecular Chemistry

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

70 Citations (Scopus)

Abstract

Addition reactions of Me₂SiYCH₂MgCl (1) to C₈₀ provided two products, HC₆₀CH₂SiYMe₂ (2) and [Me₂-YSiCH₂]₂C₆₀ (3) (Y = Me, H, CH=CH₂, Ph, OⁱPr). Selective preparation of either 2 or 3 was accomplished by selection of the solvent; 2 was formed in THF, whereas 3 was produced in toluene.

Original language	English
Pages (from-to)	1246-1248
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	59
Issue number	6
DOIs	https://doi.org/10.1021/jo00085a007
Publication status	Published - Mar 1 1994

All Science Journal Classification (ASJC) codes

Organic Chemistry

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@article{a3e49e400c1349d395da693e21d01268,

title = "Silylmethylations of C60 with Grignard Reagents: Selective Synthesis of HC60CH2SiMe2Y and C60(CH2SiMe2Y)2 with Selection of Solvents",

abstract = "Addition reactions of Me2SiYCH2MgCl (1) to C80 provided two products, HC60CH2SiYMe2 (2) and [Me2-YSiCH2]2C60 (3) (Y = Me, H, CH=CH2, Ph, OiPr). Selective preparation of either 2 or 3 was accomplished by selection of the solvent; 2 was formed in THF, whereas 3 was produced in toluene.",

author = "Hideo Nagashima and Hiroshi Terasaki and Eiji Kimura and Katsumasa Nakajima and Kenji Itoh",

year = "1994",

month = mar,

day = "1",

doi = "10.1021/jo00085a007",

language = "English",

volume = "59",

pages = "1246--1248",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "6",

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TY - JOUR

T1 - Silylmethylations of C60 with Grignard Reagents

T2 - Selective Synthesis of HC60CH2SiMe2Y and C60(CH2SiMe2Y)2 with Selection of Solvents

AU - Nagashima, Hideo

AU - Terasaki, Hiroshi

AU - Kimura, Eiji

AU - Nakajima, Katsumasa

AU - Itoh, Kenji

PY - 1994/3/1

Y1 - 1994/3/1

N2 - Addition reactions of Me2SiYCH2MgCl (1) to C80 provided two products, HC60CH2SiYMe2 (2) and [Me2-YSiCH2]2C60 (3) (Y = Me, H, CH=CH2, Ph, OiPr). Selective preparation of either 2 or 3 was accomplished by selection of the solvent; 2 was formed in THF, whereas 3 was produced in toluene.

AB - Addition reactions of Me2SiYCH2MgCl (1) to C80 provided two products, HC60CH2SiYMe2 (2) and [Me2-YSiCH2]2C60 (3) (Y = Me, H, CH=CH2, Ph, OiPr). Selective preparation of either 2 or 3 was accomplished by selection of the solvent; 2 was formed in THF, whereas 3 was produced in toluene.

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U2 - 10.1021/jo00085a007

DO - 10.1021/jo00085a007

M3 - Article

AN - SCOPUS:0000324033

SN - 0022-3263

VL - 59

SP - 1246

EP - 1248

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 6

ER -

Silylmethylations of C₆₀ with Grignard Reagents: Selective Synthesis of HC₆₀CH₂SiMe₂Y and C₆₀(CH₂SiMe₂Y)₂ with Selection of Solvents

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