[1 + 2] and [3 + 2] cycloaddition reactions of vinylcarbenes with C60

Hidetoshi Tokuyama; Masaharu Nakamura; Eiichi Nakamura

doi:10.1016/S0040-4039(00)60144-2

[1 + 2] and [3 + 2] cycloaddition reactions of vinylcarbenes with C₆₀

Hidetoshi Tokuyama, Masaharu Nakamura, Eiichi Nakamura

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

50 Citations (Scopus)

Abstract

Thermolysis of a mixture of C₆₀ and the cyclopropenone acetal 1a or 1b gives the methanofullerene 4a or b, whereas the ethyl-substituted compound 1c gives the cyclopentenone acetal 6. The thermal stability of 4 and the semi-empirical molecular orbital calculations performed for the parent methanofullerenes and fulleroids indicated that the fulleroid structure such as 5 may be unstable.

Original language	English
Pages (from-to)	7429-7432
Number of pages	4
Journal	Tetrahedron Letters
Volume	34
Issue number	46
DOIs	https://doi.org/10.1016/S0040-4039(00)60144-2
Publication status	Published - 1993 Nov 12
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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abstract = "Thermolysis of a mixture of C60 and the cyclopropenone acetal 1a or 1b gives the methanofullerene 4a or b, whereas the ethyl-substituted compound 1c gives the cyclopentenone acetal 6. The thermal stability of 4 and the semi-empirical molecular orbital calculations performed for the parent methanofullerenes and fulleroids indicated that the fulleroid structure such as 5 may be unstable.",

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T1 - [1 + 2] and [3 + 2] cycloaddition reactions of vinylcarbenes with C60

AU - Tokuyama, Hidetoshi

AU - Nakamura, Masaharu

AU - Nakamura, Eiichi

PY - 1993/11/12

Y1 - 1993/11/12

N2 - Thermolysis of a mixture of C60 and the cyclopropenone acetal 1a or 1b gives the methanofullerene 4a or b, whereas the ethyl-substituted compound 1c gives the cyclopentenone acetal 6. The thermal stability of 4 and the semi-empirical molecular orbital calculations performed for the parent methanofullerenes and fulleroids indicated that the fulleroid structure such as 5 may be unstable.

AB - Thermolysis of a mixture of C60 and the cyclopropenone acetal 1a or 1b gives the methanofullerene 4a or b, whereas the ethyl-substituted compound 1c gives the cyclopentenone acetal 6. The thermal stability of 4 and the semi-empirical molecular orbital calculations performed for the parent methanofullerenes and fulleroids indicated that the fulleroid structure such as 5 may be unstable.

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U2 - 10.1016/S0040-4039(00)60144-2

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 46

ER -

[1 + 2] and [3 + 2] cycloaddition reactions of vinylcarbenes with C₆₀

Abstract

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