学术探索
学术期刊
新闻热点
数据分析
智能评审
立即登录
Reply to T. W. Bentley: Limitations of the s(E+N) and Related Equations
被引:54
作者
:
Mayr, Herbert
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem, D-81377 Munich, Germany
Univ Munich, Dept Chem, D-81377 Munich, Germany
Mayr, Herbert
[
1
]
机构
:
[1]
Univ Munich, Dept Chem, D-81377 Munich, Germany
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2011年
/ 50卷
/ 16期
关键词
:
electrophilicity;
kinetics;
linear free-energy relationships;
nucleophilicity;
solvent effects;
PLUS N) EQUATION;
NUCLEOPHILICITY PARAMETERS;
DIARYLCARBENIUM IONS;
PI-NUCLEOPHILES;
SCALE;
REACTIVITIES;
WATER;
D O I
:
10.1002/anie.201007923
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
Simple and unambiguous: In the equation log k=s(E+N), the nucleophilicity N is obtained through the intercepts on the abscissa of linear log k versus E (electrophilicity) correlations. This approach places nucleophiles that differ by more than 30 orders of magnitude in reactivity on a single scale that can be used as a guide for designing organic syntheses. The equation in question is not only more practical but is also more precise than Bentley's alternatives. (Figure Presented) © 2011 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:3612 / 3618
页数:7
相关论文
共 25 条
[1]
Nucleophilic reactivities of tertiary alkylamines
[J].
Ammer, Johannes
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem, D-81377 Munich, Germany
Univ Munich, Dept Chem, D-81377 Munich, Germany
Ammer, Johannes
;
Baidya, Mahiuddin
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem, D-81377 Munich, Germany
Univ Munich, Dept Chem, D-81377 Munich, Germany
Baidya, Mahiuddin
;
Kobayashi, Shinjiro
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem, D-81377 Munich, Germany
Univ Munich, Dept Chem, D-81377 Munich, Germany
Kobayashi, Shinjiro
;
Mayr, Herbert
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem, D-81377 Munich, Germany
Univ Munich, Dept Chem, D-81377 Munich, Germany
Mayr, Herbert
.
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY,
2010,
23
(11)
:1029
-1035
[2]
Bentley T.W., 2011, Angew. Chem, V123, P3688
[3]
Limitations of the s(E+N) and Related Equations: Solvent Dependence of Electrophilicity
[J].
Bentley, T. William
论文数:
0
引用数:
0
h-index:
0
机构:
Swansea Univ, Chem Unit, Sch Med, Swansea SA2 8PP, W Glam, Wales
Swansea Univ, Chem Unit, Sch Med, Swansea SA2 8PP, W Glam, Wales
Bentley, T. William
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2011,
50
(16)
:3608
-3611
[4]
Nucleophilicity parameters for strong nucleophiles in dimethyl sulfoxide. A direct alternative to the s(E plus N) equation
[J].
Bentley, T. William
论文数:
0
引用数:
0
h-index:
0
机构:
Swansea Univ, Chem Unit, Swansea SA2 8PP, W Glam, Wales
Swansea Univ, Chem Unit, Swansea SA2 8PP, W Glam, Wales
Bentley, T. William
.
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY,
2011,
24
(04)
:282
-291
[5]
A design to prevent floating within the N scale of nucleophilicity
[J].
Bentley, T. William
论文数:
0
引用数:
0
h-index:
0
机构:
Swansea Univ, Chem Unit, Swansea SA2 8PP, W Glam, Wales
Swansea Univ, Chem Unit, Swansea SA2 8PP, W Glam, Wales
Bentley, T. William
.
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY,
2010,
23
(09)
:836
-844
[6]
How does the s(E plus N) equation work? Comparisons with a modified Swain-Scott equation (E plus sN) and revision of the N1 scale of solvent nucleophilicity
[J].
Bentley, T. William
论文数:
0
引用数:
0
h-index:
0
机构:
Swansea Univ, Sch Med, Chem Unit, Swansea SA2 8PP, W Glam, Wales
Swansea Univ, Sch Med, Chem Unit, Swansea SA2 8PP, W Glam, Wales
Bentley, T. William
.
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY,
2010,
23
(01)
:30
-36
[7]
Nucleophilicities of primary and secondary amines in water
[J].
Brotzel, Frank
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Brotzel, Frank
;
Chu, Ying Cheung
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Chu, Ying Cheung
;
Mayr, Herbert
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Mayr, Herbert
.
JOURNAL OF ORGANIC CHEMISTRY,
2007,
72
(10)
:3679
-3688
[8]
A series of simple basic indicators. I. The acidity functions of mixtures of sulfuric and perchloric acids with water
[J].
Hammett, LP
论文数:
0
引用数:
0
h-index:
0
机构:
Columbia Univ, Dept Chem, New York, NY USA
Columbia Univ, Dept Chem, New York, NY USA
Hammett, LP
;
Deyrup, AJ
论文数:
0
引用数:
0
h-index:
0
机构:
Columbia Univ, Dept Chem, New York, NY USA
Columbia Univ, Dept Chem, New York, NY USA
Deyrup, AJ
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1932,
54
:2721
-2739
[9]
Nucleophilic Reactivities of Primary and Secondary Amines in Acetonitrile
[J].
Kanzian, Tanja
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Kanzian, Tanja
;
Nigst, Tobias A.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Nigst, Tobias A.
;
Maier, Andreas
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Maier, Andreas
;
Pichl, Stefan
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Pichl, Stefan
;
Mayr, Herbert
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Mayr, Herbert
.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,
2009,
2009
(36)
:6379
-6385
[10]
Nucleophilic Reactivities of Azulene and Fulvenes
[J].
Kedziorek, Mariusz
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Kedziorek, Mariusz
;
Mayer, Peter
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Mayer, Peter
;
Mayr, Herbert
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Mayr, Herbert
.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,
2009,
2009
(08)
:1202
-1206
←
1
2
3
→
共 25 条
[1]
Nucleophilic reactivities of tertiary alkylamines
[J].
Ammer, Johannes
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem, D-81377 Munich, Germany
Univ Munich, Dept Chem, D-81377 Munich, Germany
Ammer, Johannes
;
Baidya, Mahiuddin
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem, D-81377 Munich, Germany
Univ Munich, Dept Chem, D-81377 Munich, Germany
Baidya, Mahiuddin
;
Kobayashi, Shinjiro
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem, D-81377 Munich, Germany
Univ Munich, Dept Chem, D-81377 Munich, Germany
Kobayashi, Shinjiro
;
Mayr, Herbert
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem, D-81377 Munich, Germany
Univ Munich, Dept Chem, D-81377 Munich, Germany
Mayr, Herbert
.
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY,
2010,
23
(11)
:1029
-1035
[2]
Bentley T.W., 2011, Angew. Chem, V123, P3688
[3]
Limitations of the s(E+N) and Related Equations: Solvent Dependence of Electrophilicity
[J].
Bentley, T. William
论文数:
0
引用数:
0
h-index:
0
机构:
Swansea Univ, Chem Unit, Sch Med, Swansea SA2 8PP, W Glam, Wales
Swansea Univ, Chem Unit, Sch Med, Swansea SA2 8PP, W Glam, Wales
Bentley, T. William
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2011,
50
(16)
:3608
-3611
[4]
Nucleophilicity parameters for strong nucleophiles in dimethyl sulfoxide. A direct alternative to the s(E plus N) equation
[J].
Bentley, T. William
论文数:
0
引用数:
0
h-index:
0
机构:
Swansea Univ, Chem Unit, Swansea SA2 8PP, W Glam, Wales
Swansea Univ, Chem Unit, Swansea SA2 8PP, W Glam, Wales
Bentley, T. William
.
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY,
2011,
24
(04)
:282
-291
[5]
A design to prevent floating within the N scale of nucleophilicity
[J].
Bentley, T. William
论文数:
0
引用数:
0
h-index:
0
机构:
Swansea Univ, Chem Unit, Swansea SA2 8PP, W Glam, Wales
Swansea Univ, Chem Unit, Swansea SA2 8PP, W Glam, Wales
Bentley, T. William
.
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY,
2010,
23
(09)
:836
-844
[6]
How does the s(E plus N) equation work? Comparisons with a modified Swain-Scott equation (E plus sN) and revision of the N1 scale of solvent nucleophilicity
[J].
Bentley, T. William
论文数:
0
引用数:
0
h-index:
0
机构:
Swansea Univ, Sch Med, Chem Unit, Swansea SA2 8PP, W Glam, Wales
Swansea Univ, Sch Med, Chem Unit, Swansea SA2 8PP, W Glam, Wales
Bentley, T. William
.
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY,
2010,
23
(01)
:30
-36
[7]
Nucleophilicities of primary and secondary amines in water
[J].
Brotzel, Frank
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Brotzel, Frank
;
Chu, Ying Cheung
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Chu, Ying Cheung
;
Mayr, Herbert
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Mayr, Herbert
.
JOURNAL OF ORGANIC CHEMISTRY,
2007,
72
(10)
:3679
-3688
[8]
A series of simple basic indicators. I. The acidity functions of mixtures of sulfuric and perchloric acids with water
[J].
Hammett, LP
论文数:
0
引用数:
0
h-index:
0
机构:
Columbia Univ, Dept Chem, New York, NY USA
Columbia Univ, Dept Chem, New York, NY USA
Hammett, LP
;
Deyrup, AJ
论文数:
0
引用数:
0
h-index:
0
机构:
Columbia Univ, Dept Chem, New York, NY USA
Columbia Univ, Dept Chem, New York, NY USA
Deyrup, AJ
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1932,
54
:2721
-2739
[9]
Nucleophilic Reactivities of Primary and Secondary Amines in Acetonitrile
[J].
Kanzian, Tanja
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Kanzian, Tanja
;
Nigst, Tobias A.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Nigst, Tobias A.
;
Maier, Andreas
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Maier, Andreas
;
Pichl, Stefan
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Pichl, Stefan
;
Mayr, Herbert
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Mayr, Herbert
.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,
2009,
2009
(36)
:6379
-6385
[10]
Nucleophilic Reactivities of Azulene and Fulvenes
[J].
Kedziorek, Mariusz
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Kedziorek, Mariusz
;
Mayer, Peter
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Mayer, Peter
;
Mayr, Herbert
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Mayr, Herbert
.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,
2009,
2009
(08)
:1202
-1206
←
1
2
3
→