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Accelerated electrocyclic ring-opening of benzocyclobutenes under the influence of β-silicon atom
被引:24
作者
:
论文数:
引用数:
h-index:
机构:
Matsuya, Y
[
1
]
Ohsawa, N
论文数:
0
引用数:
0
h-index:
0
机构:
Toyama Univ, Fac Pharmaceut Sci, Toyama 9300194, Japan
Toyama Univ, Fac Pharmaceut Sci, Toyama 9300194, Japan
Ohsawa, N
[
1
]
Nemoto, H
论文数:
0
引用数:
0
h-index:
0
机构:
Toyama Univ, Fac Pharmaceut Sci, Toyama 9300194, Japan
Toyama Univ, Fac Pharmaceut Sci, Toyama 9300194, Japan
Nemoto, H
[
1
]
机构
:
[1]
Toyama Univ, Fac Pharmaceut Sci, Toyama 9300194, Japan
来源
:
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
|
2006年
/ 128卷
/ 02期
关键词
:
D O I
:
10.1021/ja055505+
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
A significant acceleration effect of a β-silicon atom was observed on the electrocyclic ring-opening reaction of benzocyclobutene derivatives to form o-quinodimethanes. This acceleration effect could be attributed to an electronic σ-donating nature of the C(α)-Si(β) bond, associated with α-anion driven pericyclic reactions. Copyright © 2006 American Chemical Society.
引用
收藏
页码:412 / 413
页数:2
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共 25 条
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Gifu Univ, Fac Engn, Dept Chem, Gifu 5011193, Japan
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UNIV CALIF LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90024
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←
1
2
3
→
共 25 条
[1]
DIELS-ALDER REACTIONS OF ALPHA-OXY-ORTHO-XYLYLENES
[J].
CHOY, W
论文数:
0
引用数:
0
h-index:
0
CHOY, W
;
YANG, HL
论文数:
0
引用数:
0
h-index:
0
YANG, HL
.
JOURNAL OF ORGANIC CHEMISTRY,
1988,
53
(24)
:5796
-5798
[2]
Electronic control of stereoselectivities of electrocyclic reactions of cyclobutenes: A triumph of theory in the prediction of organic reactions
[J].
Dolbier, WR
论文数:
0
引用数:
0
h-index:
0
机构:
ADAM MICKIEWICZ UNIV POZNAN,FAC CHEM,PL-60780 POZNAN,POLAND
Dolbier, WR
;
Koroniak, H
论文数:
0
引用数:
0
h-index:
0
机构:
ADAM MICKIEWICZ UNIV POZNAN,FAC CHEM,PL-60780 POZNAN,POLAND
Koroniak, H
;
Houk, KN
论文数:
0
引用数:
0
h-index:
0
机构:
ADAM MICKIEWICZ UNIV POZNAN,FAC CHEM,PL-60780 POZNAN,POLAND
Houk, KN
;
Sheu, CM
论文数:
0
引用数:
0
h-index:
0
机构:
ADAM MICKIEWICZ UNIV POZNAN,FAC CHEM,PL-60780 POZNAN,POLAND
Sheu, CM
.
ACCOUNTS OF CHEMICAL RESEARCH,
1996,
29
(10)
:471
-477
[3]
[3,3]SIGMATROPIC REARRANGEMENTS OF 1,5-DIENE ALKOXIDES - POWERFUL ACCELERATING EFFECTS OF ALKOXIDE SUBSTITUENT
[J].
EVANS, DA
论文数:
0
引用数:
0
h-index:
0
机构:
CALTECH,LABS CHEM,PASADENA,CA 91125
CALTECH,LABS CHEM,PASADENA,CA 91125
EVANS, DA
;
GOLOB, AM
论文数:
0
引用数:
0
h-index:
0
机构:
CALTECH,LABS CHEM,PASADENA,CA 91125
CALTECH,LABS CHEM,PASADENA,CA 91125
GOLOB, AM
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1975,
97
(16)
:4765
-4766
[4]
HUISGEN R, 1964, TETRAHEDRON LETT, V5, P3381
[5]
Geminal bond participation in the electrocyclic reactions: Torquoselectivities of silyl and trimethylsilyl derivatives of cyclobutene, iminocyclobutene, and cyclobutenone
[J].
Ikeda, H
论文数:
0
引用数:
0
h-index:
0
机构:
Gifu Univ, Fac Engn, Dept Chem, Gifu 5011193, Japan
Gifu Univ, Fac Engn, Dept Chem, Gifu 5011193, Japan
Ikeda, H
;
Kato, T
论文数:
0
引用数:
0
h-index:
0
机构:
Gifu Univ, Fac Engn, Dept Chem, Gifu 5011193, Japan
Gifu Univ, Fac Engn, Dept Chem, Gifu 5011193, Japan
Kato, T
;
Inagaki, S
论文数:
0
引用数:
0
h-index:
0
机构:
Gifu Univ, Fac Engn, Dept Chem, Gifu 5011193, Japan
Gifu Univ, Fac Engn, Dept Chem, Gifu 5011193, Japan
Inagaki, S
.
CHEMISTRY LETTERS,
2001,
(03)
:270
-271
[6]
TORQUOSELECTIVITY IN THE ELECTROCYCLIC CONVERSION OF BENZOCYCLOBUTENES TO ORTHO-XYLYLENES
[J].
JEFFORD, CW
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90024
UNIV CALIF LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90024
JEFFORD, CW
;
BERNARDINELLI, G
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90024
UNIV CALIF LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90024
BERNARDINELLI, G
;
WANG, Y
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90024
UNIV CALIF LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90024
WANG, Y
;
SPELLMEYER, DC
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90024
UNIV CALIF LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90024
SPELLMEYER, DC
;
BUDA, A
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90024
UNIV CALIF LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90024
BUDA, A
;
HOUK, KN
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90024
UNIV CALIF LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90024
HOUK, KN
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1992,
114
(04)
:1157
-1165
[7]
STUDIES ON SYNTHESES OF HETEROCYCLIC-COMPOUNDS .675. FACILE REGIOSPECIFIC AND STEREOCONTROLLED SYNTHESIS OF A DITERPENE ALKALOID INTERMEDIATE FROM BENZOCYCLOBUTENES
[J].
KAMETANI, T
论文数:
0
引用数:
0
h-index:
0
机构:
TOHOKU UNIV,INST PHARM,SENDAI,MIYAGI 980,JAPAN
TOHOKU UNIV,INST PHARM,SENDAI,MIYAGI 980,JAPAN
KAMETANI, T
;
KATO, Y
论文数:
0
引用数:
0
h-index:
0
机构:
TOHOKU UNIV,INST PHARM,SENDAI,MIYAGI 980,JAPAN
TOHOKU UNIV,INST PHARM,SENDAI,MIYAGI 980,JAPAN
KATO, Y
;
HONDA, T
论文数:
0
引用数:
0
h-index:
0
机构:
TOHOKU UNIV,INST PHARM,SENDAI,MIYAGI 980,JAPAN
TOHOKU UNIV,INST PHARM,SENDAI,MIYAGI 980,JAPAN
HONDA, T
;
FUKUMOTO, K
论文数:
0
引用数:
0
h-index:
0
机构:
TOHOKU UNIV,INST PHARM,SENDAI,MIYAGI 980,JAPAN
TOHOKU UNIV,INST PHARM,SENDAI,MIYAGI 980,JAPAN
FUKUMOTO, K
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1976,
98
(25)
:8185
-8190
[8]
CONCERTED RING-OPENING REACTION OF CYCLOBUTENES - THE EXTRAORDINARY ACCELERATING EFFECTS OF ARYLSULFOXY AND SULFONYL CARBANION SUBSTITUENTS
[J].
KAMETANI, T
论文数:
0
引用数:
0
h-index:
0
KAMETANI, T
;
TSUBUKI, M
论文数:
0
引用数:
0
h-index:
0
TSUBUKI, M
;
NEMOTO, H
论文数:
0
引用数:
0
h-index:
0
NEMOTO, H
;
SUZUKI, K
论文数:
0
引用数:
0
h-index:
0
SUZUKI, K
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1981,
103
(05)
:1256
-1258
[9]
COMPETITIVE REACTIONS BETWEEN SIGMATROPIC REACTION AND CYCLOADDITION AFFECTED BY GEOMETRY OF ORTHO-QUINODIMETHANES
[J].
KAMETANI, T
论文数:
0
引用数:
0
h-index:
0
机构:
TOHOKU UNIV,INST PHARMACEUT,SENDAI,MIYAGI 980,JAPAN
KAMETANI, T
;
TSUBUKI, M
论文数:
0
引用数:
0
h-index:
0
机构:
TOHOKU UNIV,INST PHARMACEUT,SENDAI,MIYAGI 980,JAPAN
TSUBUKI, M
;
SHIRATORI, Y
论文数:
0
引用数:
0
h-index:
0
机构:
TOHOKU UNIV,INST PHARMACEUT,SENDAI,MIYAGI 980,JAPAN
SHIRATORI, Y
;
KATO, Y
论文数:
0
引用数:
0
h-index:
0
机构:
TOHOKU UNIV,INST PHARMACEUT,SENDAI,MIYAGI 980,JAPAN
KATO, Y
;
NEMOTO, H
论文数:
0
引用数:
0
h-index:
0
机构:
TOHOKU UNIV,INST PHARMACEUT,SENDAI,MIYAGI 980,JAPAN
NEMOTO, H
;
IHARA, M
论文数:
0
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h-index:
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机构:
TOHOKU UNIV,INST PHARMACEUT,SENDAI,MIYAGI 980,JAPAN
IHARA, M
;
FUKUMOTO, K
论文数:
0
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