Generation and reactivity of a new heterocyclic silylene, a silaazaanthracene

Myong Euy Lee; Hyeon Mo Cho; Chang Hwan Kim; Wataru Ando

doi:10.1021/om000576x

Generation and reactivity of a new heterocyclic silylene, a silaazaanthracene

Myong Euy Lee, Hyeon Mo Cho, Chang Hwan Kim, Wataru Ando

University College

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

13 Citations (Scopus)

Abstract

The cyclic silylene 6, a silaazaanthracene derivative, which possesses 14-electrons, has been generated by the reduction of 10,10-dichloro-5-methyl-5,10-dihydrophenazasiline (5) with lithium naphthalenide. Reactions of 6 with 2,3-dimethyl-1,3-butadiene, isoprene, and triethylvinylsilane gave the corresponding silylene-trapping products, 7, 8, and 9, in moderate yield. Pseudoaromatic stabilization of the cyclic silylene 6 was not observed, possibly due to the fact that the three rings are not coplanar.

Original language	English
Pages (from-to)	1472-1475
Number of pages	4
Journal	Organometallics
Volume	20
Issue number	7
DOIs	https://doi.org/10.1021/om000576x
Publication status	Published - 2001 Apr 2

All Science Journal Classification (ASJC) codes

Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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abstract = "The cyclic silylene 6, a silaazaanthracene derivative, which possesses 14-electrons, has been generated by the reduction of 10,10-dichloro-5-methyl-5,10-dihydrophenazasiline (5) with lithium naphthalenide. Reactions of 6 with 2,3-dimethyl-1,3-butadiene, isoprene, and triethylvinylsilane gave the corresponding silylene-trapping products, 7, 8, and 9, in moderate yield. Pseudoaromatic stabilization of the cyclic silylene 6 was not observed, possibly due to the fact that the three rings are not coplanar.",

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AU - Lee, Myong Euy

AU - Cho, Hyeon Mo

AU - Kim, Chang Hwan

AU - Ando, Wataru

PY - 2001/4/2

Y1 - 2001/4/2

N2 - The cyclic silylene 6, a silaazaanthracene derivative, which possesses 14-electrons, has been generated by the reduction of 10,10-dichloro-5-methyl-5,10-dihydrophenazasiline (5) with lithium naphthalenide. Reactions of 6 with 2,3-dimethyl-1,3-butadiene, isoprene, and triethylvinylsilane gave the corresponding silylene-trapping products, 7, 8, and 9, in moderate yield. Pseudoaromatic stabilization of the cyclic silylene 6 was not observed, possibly due to the fact that the three rings are not coplanar.

AB - The cyclic silylene 6, a silaazaanthracene derivative, which possesses 14-electrons, has been generated by the reduction of 10,10-dichloro-5-methyl-5,10-dihydrophenazasiline (5) with lithium naphthalenide. Reactions of 6 with 2,3-dimethyl-1,3-butadiene, isoprene, and triethylvinylsilane gave the corresponding silylene-trapping products, 7, 8, and 9, in moderate yield. Pseudoaromatic stabilization of the cyclic silylene 6 was not observed, possibly due to the fact that the three rings are not coplanar.

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Generation and reactivity of a new heterocyclic silylene, a silaazaanthracene

Abstract

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