Selective Formation of Rearranged Silenes from Polysilylenones via 1,3-and 1,5-Silyl Migration

被引：1

作者：

Ohshita, Joji ^{[1
]}

Morioka, Junichi ^{[1
]}

Kawamoto, Hiroyuki ^{[1
]}

Kobayashi, Hisayoshi ^{[2
]}

Kunai, Atsutaka ^{[1
]}

Naka, Akinobu ^{[3
]}

机构：

[1] Hiroshima Univ, Grad Sch Engn, Dept Appl Chem, Higashihiroshima 7398527, Japan

[2] Kyoto Inst Technol, Dept Chem & Mat Technol, Kyoto 6068585, Japan

[3] Kurashiki Univ Sci & Arts, Dept Life Sci, Kurashiki, Okayama 7128505, Japan

来源：

ORGANOMETALLICS | 2008年 / 27卷 / 21期

关键词：

D O I：

10.1021/om800708t

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The polysilylenones (E)-1-phenyl-2-pivaloyl-1-(tris(trimethylsilyl)silyl)ethene (E-1a) and (Z)-2-methyl-1-phenyl-2-pivaloyl-1-tris((trimethylsilyl)silyl)ethene (Z-1b) were prepared, and their isomerization under thermal and photochemical conditions was studied. These polysilylenones underwent 1,3- and 1,5-silyl rearrangement selectively, producing the respective silenes, depending on the reaction conditions.

引用

页码：5423 / 5425

页数：3

共 50 条

[1] 1,5-SILYL MIGRATIONS AS A ROUTE TO ACYCLIC 1-SILA-1,3-BUTADIENES
BARTON, TJ
WULFF, WD
BURNS, SA
ORGANOMETALLICS, 1983, 2 (01) : 4 - 8
[2] New Class of Molecular Conductance Switches Based on the [1,3]-Silyl Migration from Silanes to Silenes
Lofas, Henrik
Orthaber, Andreas
Jahn, Burkhard O.
Rouf, Alvi M.
Grigoriev, Anton
Ott, Sascha
Ahuja, Rajeev
Ottosson, Henrik
JOURNAL OF PHYSICAL CHEMISTRY C, 2013, 117 (21): : 10909 - 10918
[3] Selective formation of 1-azetine derivatives via 1,3-photoacyl migration of substituted α-dehydrophenylalanines
Kubo, K
Koshiba, M
Hoshina, H
Sakurai, T
HETEROCYCLES, 1998, 48 (01) : 25 - 29
[4] Formation of silylketenes via a 1,3-silyl shift. A theoretical study
Oblin, M
Fotiadu, F
Rajzmann, M
Pons, JM
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1997, (09): : 1621 - 1623
[5] The synthesis of chalcone and flavanone semicarbazones from 1,3-and 1,4-benzodioxane and 1,5-benzodioxepane analogues of chalcones
Aitmambetov, A
Kubzheterova, A
RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2002, 28 (02) : 162 - 164
[6] FORMATION OF PHOSPHORUS YLIDE VIA 1,3-SILYL MIGRATION OF DIMETHYL TRIMETHYLSILYL-METHYLPHOSPHONATE - APPLICATION OF THE PHOSPHONATE TO A WITTIG REACTION
SEKIGUCHI, A
ANDO, W
CHEMISTRY LETTERS, 1978, (12) : 1385 - 1386
[7] Regioselective reactions of new aryne precursors induced via 1,3-silyl group migration
Kwon, Yong-Ju
Jeon, Young-Kyo
Kim, Won-Suk
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 254
[8] A NOVEL 1,3-MIGRATION OF A SILYL GROUP FROM CARBON TO OXYGEN IN A SILANOLATE ION
DAMRAUER, R
EABORN, C
HAPPER, DAR
MANSOUR, AI
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (07) : 348 - 348
[9] Synthesis of o-hydroxyphenyl-alkoxymethylsilanes via [1,3]-(O->C)-silyl migration
Nietzschmann, E
Mrestani, Y
Liebau, M
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1996, 116 : 65 - 76
[10] Formation of 1,5-diketones from the photoaddition of 1,3-diphenyl-1,3-propanedione to p-benzoquinones
Kim, AR
Kim, KJ
Shim, SC
Kim, SS
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 1997, 18 (10) : 1125 - 1126

← 1 2 3 4 5 →