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THE BETA-EFFECT - CHANGING THE LIGANDS ON SILICON
被引:67
作者
:
BROOK, MA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, McMaster University, Hamilton, Ontario L8S 4M1
BROOK, MA
NEUY, A
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, McMaster University, Hamilton, Ontario L8S 4M1
NEUY, A
机构
:
[1]
Department of Chemistry, McMaster University, Hamilton, Ontario L8S 4M1
来源
:
JOURNAL OF ORGANIC CHEMISTRY
|
1990年
/ 55卷
/ 11期
关键词
:
D O I
:
10.1021/jo00298a043
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
The ability of a silyl group to stabilize a carbocation β to silicon, the β-effect, is directly related to the electron-withdrawing ability of the groups on silicon. This was shown by using the degree of syn addition of bromine to (E)-β-silylstyrenes as a measure of the stabilizing ability. With the exception of alkoxysilanes and phenoxysilanes, a good correlation between the degree of the β-effect and the group electronegativity of the silyl group is observed. The special case of the alkoxysilanes and phenoxysilanes is discussed in the context of the addition mechanism. © 1990, American Chemical Society. All rights reserved.
引用
收藏
页码:3609 / 3616
页数:8
相关论文
共 56 条
[1]
REARRANGEMENT VS DISSOCIATION OF GASEOUS SILICON-CONTAINING CATIONS - A COMBINED EXPERIMENTAL THEORETICAL APPROACH
APELOIG, Y
论文数:
0
引用数:
0
h-index:
0
机构:
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
APELOIG, Y
KARNI, M
论文数:
0
引用数:
0
h-index:
0
机构:
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
KARNI, M
STANGER, A
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0
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0
h-index:
0
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TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
STANGER, A
SCHWARZ, H
论文数:
0
引用数:
0
h-index:
0
机构:
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
SCHWARZ, H
DREWELLO, T
论文数:
0
引用数:
0
h-index:
0
机构:
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
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CZEKAY, G
论文数:
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0
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0
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TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
CZEKAY, G
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1987,
(13)
: 989
-
991
[2]
MOLECULAR-ORBITAL THEORY OF ELECTRONIC-STRUCTURE OF MOLECULES .33. EFFECT OF ALPHA-ELECTROPOSITIVE SUBSTITUENTS ON STABILITIES OF CARBENIUM IONS
APELOIG, Y
论文数:
0
引用数:
0
h-index:
0
机构:
PRINCETON UNIV, DEPT CHEM, PRINCETON, NJ 08540 USA
APELOIG, Y
SCHLEYER, PV
论文数:
0
引用数:
0
h-index:
0
机构:
PRINCETON UNIV, DEPT CHEM, PRINCETON, NJ 08540 USA
SCHLEYER, PV
POPLE, JA
论文数:
0
引用数:
0
h-index:
0
机构:
PRINCETON UNIV, DEPT CHEM, PRINCETON, NJ 08540 USA
POPLE, JA
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1977,
99
(05)
: 1291
-
1296
[3]
Bassindale A. R, 1989, CHEM ORGANIC SILICON, V1
[4]
HYDROSILANE ADDITION OF PERFLUOROPHENYLSILANES TO SOME UNSATURATED SYSTEMS
BRENNAN, T
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Iowa State University, Ames
BRENNAN, T
GILMAN, H
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Iowa State University, Ames
GILMAN, H
[J].
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
1969,
16
(01)
: 63
-
&
[5]
SYN-BROMINATION OF TRANS-TRIPHENYLSILYLSTYRENE AND ITS ANTI-DEBROMOSILYLATION
BROOK, AG
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TORONTO,TORONTO,ONTARIO,CANADA
BROOK, AG
DUFF, JM
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TORONTO,TORONTO,ONTARIO,CANADA
DUFF, JM
论文数:
引用数:
h-index:
机构:
HITCHCOCK, P
论文数:
引用数:
h-index:
机构:
MASON, R
[J].
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
1976,
113
(02)
: C11
-
C12
[6]
BROMINATION, DEBROMINATION AND DEBROMOSILYLATION OF SILYLSTYRENES AND OTHER VINYLSILANES
BROOK, AG
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TORONTO,LASH MILLER CHEM LABS,TORONTO M5S 1A1,ONTARIO,CANADA
UNIV TORONTO,LASH MILLER CHEM LABS,TORONTO M5S 1A1,ONTARIO,CANADA
BROOK, AG
DUFF, JM
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TORONTO,LASH MILLER CHEM LABS,TORONTO M5S 1A1,ONTARIO,CANADA
UNIV TORONTO,LASH MILLER CHEM LABS,TORONTO M5S 1A1,ONTARIO,CANADA
DUFF, JM
REYNOLDS, WF
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TORONTO,LASH MILLER CHEM LABS,TORONTO M5S 1A1,ONTARIO,CANADA
UNIV TORONTO,LASH MILLER CHEM LABS,TORONTO M5S 1A1,ONTARIO,CANADA
REYNOLDS, WF
[J].
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
1976,
121
(03)
: 293
-
306
[7]
OLIGO(TRICHLOROSILYL)STYRENES - HIGHLY FUNCTIONALIZED SILICONE PRECURSORS
BROOK, MA
论文数:
0
引用数:
0
h-index:
0
BROOK, MA
HULSER, P
论文数:
0
引用数:
0
h-index:
0
HULSER, P
SEBASTIAN, T
论文数:
0
引用数:
0
h-index:
0
SEBASTIAN, T
[J].
MACROMOLECULES,
1989,
22
(09)
: 3814
-
3816
[8]
AN EXAMINATION OF THE BETA-EFFECT IN AN ADDITION-REACTION WITH DIFFERENT LIGANDS ON SILICON
BROOK, MA
论文数:
0
引用数:
0
h-index:
0
BROOK, MA
HADI, MA
论文数:
0
引用数:
0
h-index:
0
HADI, MA
NEUY, A
论文数:
0
引用数:
0
h-index:
0
NEUY, A
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1989,
(14)
: 957
-
958
[9]
CLARK T, 1979, TETRAHEDRON LETT, V48, P4641
[10]
Colvin E. W., 1981, SILICON ORGANIC SYNT
←
1
2
3
4
5
6
→
共 56 条
[1]
REARRANGEMENT VS DISSOCIATION OF GASEOUS SILICON-CONTAINING CATIONS - A COMBINED EXPERIMENTAL THEORETICAL APPROACH
APELOIG, Y
论文数:
0
引用数:
0
h-index:
0
机构:
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
APELOIG, Y
KARNI, M
论文数:
0
引用数:
0
h-index:
0
机构:
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
KARNI, M
STANGER, A
论文数:
0
引用数:
0
h-index:
0
机构:
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
STANGER, A
SCHWARZ, H
论文数:
0
引用数:
0
h-index:
0
机构:
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
SCHWARZ, H
DREWELLO, T
论文数:
0
引用数:
0
h-index:
0
机构:
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
DREWELLO, T
CZEKAY, G
论文数:
0
引用数:
0
h-index:
0
机构:
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
TECH UNIV BERLIN,INST ORGAN CHEM,D-1000 BERLIN 12,FED REP GER
CZEKAY, G
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1987,
(13)
: 989
-
991
[2]
MOLECULAR-ORBITAL THEORY OF ELECTRONIC-STRUCTURE OF MOLECULES .33. EFFECT OF ALPHA-ELECTROPOSITIVE SUBSTITUENTS ON STABILITIES OF CARBENIUM IONS
APELOIG, Y
论文数:
0
引用数:
0
h-index:
0
机构:
PRINCETON UNIV, DEPT CHEM, PRINCETON, NJ 08540 USA
APELOIG, Y
SCHLEYER, PV
论文数:
0
引用数:
0
h-index:
0
机构:
PRINCETON UNIV, DEPT CHEM, PRINCETON, NJ 08540 USA
SCHLEYER, PV
POPLE, JA
论文数:
0
引用数:
0
h-index:
0
机构:
PRINCETON UNIV, DEPT CHEM, PRINCETON, NJ 08540 USA
POPLE, JA
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1977,
99
(05)
: 1291
-
1296
[3]
Bassindale A. R, 1989, CHEM ORGANIC SILICON, V1
[4]
HYDROSILANE ADDITION OF PERFLUOROPHENYLSILANES TO SOME UNSATURATED SYSTEMS
BRENNAN, T
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Iowa State University, Ames
BRENNAN, T
GILMAN, H
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Iowa State University, Ames
GILMAN, H
[J].
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
1969,
16
(01)
: 63
-
&
[5]
SYN-BROMINATION OF TRANS-TRIPHENYLSILYLSTYRENE AND ITS ANTI-DEBROMOSILYLATION
BROOK, AG
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TORONTO,TORONTO,ONTARIO,CANADA
BROOK, AG
DUFF, JM
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TORONTO,TORONTO,ONTARIO,CANADA
DUFF, JM
论文数:
引用数:
h-index:
机构:
HITCHCOCK, P
论文数:
引用数:
h-index:
机构:
MASON, R
[J].
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
1976,
113
(02)
: C11
-
C12
[6]
BROMINATION, DEBROMINATION AND DEBROMOSILYLATION OF SILYLSTYRENES AND OTHER VINYLSILANES
BROOK, AG
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TORONTO,LASH MILLER CHEM LABS,TORONTO M5S 1A1,ONTARIO,CANADA
UNIV TORONTO,LASH MILLER CHEM LABS,TORONTO M5S 1A1,ONTARIO,CANADA
BROOK, AG
DUFF, JM
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TORONTO,LASH MILLER CHEM LABS,TORONTO M5S 1A1,ONTARIO,CANADA
UNIV TORONTO,LASH MILLER CHEM LABS,TORONTO M5S 1A1,ONTARIO,CANADA
DUFF, JM
REYNOLDS, WF
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TORONTO,LASH MILLER CHEM LABS,TORONTO M5S 1A1,ONTARIO,CANADA
UNIV TORONTO,LASH MILLER CHEM LABS,TORONTO M5S 1A1,ONTARIO,CANADA
REYNOLDS, WF
[J].
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
1976,
121
(03)
: 293
-
306
[7]
OLIGO(TRICHLOROSILYL)STYRENES - HIGHLY FUNCTIONALIZED SILICONE PRECURSORS
BROOK, MA
论文数:
0
引用数:
0
h-index:
0
BROOK, MA
HULSER, P
论文数:
0
引用数:
0
h-index:
0
HULSER, P
SEBASTIAN, T
论文数:
0
引用数:
0
h-index:
0
SEBASTIAN, T
[J].
MACROMOLECULES,
1989,
22
(09)
: 3814
-
3816
[8]
AN EXAMINATION OF THE BETA-EFFECT IN AN ADDITION-REACTION WITH DIFFERENT LIGANDS ON SILICON
BROOK, MA
论文数:
0
引用数:
0
h-index:
0
BROOK, MA
HADI, MA
论文数:
0
引用数:
0
h-index:
0
HADI, MA
NEUY, A
论文数:
0
引用数:
0
h-index:
0
NEUY, A
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1989,
(14)
: 957
-
958
[9]
CLARK T, 1979, TETRAHEDRON LETT, V48, P4641
[10]
Colvin E. W., 1981, SILICON ORGANIC SYNT
←
1
2
3
4
5
6
→