Mayr's Database of Reactivity Parameters

C-Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
cyclohepta-1,3-diene
C7H10 *
dichloromethane

N  Param.: 0.06

sN Param.: 1.10
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
cycloocta-1,3-diene
C8H12 *
dichloromethane

N  Param.: -0.50

sN Param.: 1.10
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(Z)-1-(triisopropylsiloxy)propen
C12H26OSi *
dichloromethane

N  Param.: 3.87

sN Param.: 1.00
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,2-bis(trimethylsiloxy)cyclohexene
C12H26O2Si2 *
dichloromethane

N  Param.: 4.46

sN Param.: 1.15
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(trimethylsiloxy)buta-1,3-diene
C7H14OSi *
dichloromethane

N  Param.: 4.83

sN Param.: 0.90
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-(trimethylsiloxy)buta-1,3-diene
C7H14OSi *
dichloromethane

N  Param.: 4.60

sN Param.: 0.90
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-(trimethylsiloxy)cycloheptene
C10H20OSi *
dichloromethane

N  Param.: 6.62

sN Param.: 1.00
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-(trimethylsiloxy)cyclooctene
C11H22OSi *
dichloromethane

N  Param.: 6.77

sN Param.: 1.00
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
Z-3-(trimethylsiloxy)pent-2-ene
C8H18OSi *
dichloromethane

N  Param.: 5.58

sN Param.: 1.00
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(trimethylsiloxy)furan
C7H12O2Si *
dichloromethane

N  Param.: 7.22

sN Param.: 1.00
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
3-(trimethylsilyl)cyclopentene
C8H16Si *
dichloromethane

N  Param.: 1.77

sN Param.: 1.10
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
3-(trihexylsilyl)cyclopentene
C23H46Si *
dichloromethane

N  Param.: 1.98

sN Param.: 1.10
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(2-methylallyl)trichlorosilane
C4H7Cl3Si *
dichloromethane

N  Param.: -0.57

sN Param.: 0.95
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
allyltriphenylgermane
C21H20Ge *
dichloromethane

N  Param.: 1.20

sN Param.: 0.90
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
prenyl-tributylstannane
C17H36Sn *
dichloromethane

N  Param.: 4.74

sN Param.: 1.15
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(2-methylallyl)triphenylstannane
C22H22Sn *
dichloromethane

N  Param.: 5.13

sN Param.: 0.90
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(2-methylallyl)benzene
C10H12 *
dichloromethane

N  Param.: 0.25

sN Param.: 1.00
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
alpha-methylstyrene
C9H10 *
dichloromethane

N  Param.: 2.35

sN Param.: 1.00
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-cyclopropylpropene
C6H10 *
dichloromethane

N  Param.: 2.60

sN Param.: 1.00
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(Z)-phenylpropene
C9H10 *
dichloromethane

N  Param.: -1.07

sN Param.: 1.10
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
cyclopentene
C5H8 *
dichloromethane

N  Param.: -1.55

sN Param.: 1.10
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(1S)-(-)-alpha-pinene
C10H16 *
dichloromethane

N  Param.: 0.68

sN Param.: 1.10
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(E)-but-2-ene
C4H8 *
dichloromethane

N  Param.: -2.45

sN Param.: 1.10
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
ethyl-vinylether
C4H8O *
dichloromethane

N  Param.: 3.92

sN Param.: 0.90
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
isobutylenyl-ethylether
C6H12O *
dichloromethane

N  Param.: 4.23

sN Param.: 1.00
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
anion of diethyl methylmalonate (in water)
C8H13O4- *
water

N  Param.: 17.68

sN Param.: 0.50
* J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
2-(tris(pentafluorophenyl)siloxy)-propene
C21H5F15OSi *
dichloromethane

N  Param.: 0.58

sN Param.: 0.91
* Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
1-(tris(pentafluorophenyl)siloxy)-cyclopentene
C23H7F15OSi *
dichloromethane

N  Param.: 1.38

sN Param.: 0.93
* Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
5-amino-indole
C8H8N2 *
MeCN

N  Param.: 7.22

sN Param.: 1.10
* J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-hydroxy-indole
C8H7NO *
MeCN

N  Param.: 6.44

sN Param.: 1.10
* J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-methyl-indole
C9H9N *
MeCN

N  Param.: 6.00

sN Param.: 1.10
* J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-chloro-indole
C8H6ClN *
MeCN

N  Param.: 4.42

sN Param.: 1.10
* J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-bromo-indole
C8H6BrN *
MeCN

N  Param.: 4.38

sN Param.: 1.10
* J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-cyano-indole
C9H6N2 *
MeCN

N  Param.: 2.83

sN Param.: 1.10
* J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
1H-indole-5-carboxylic acid
C9H7NO2 *
MeCN

N  Param.: 3.97

sN Param.: 1.10
* J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-methoxy-2-methylindole
C10H11NO *
MeCN

N  Param.: 7.26

sN Param.: 1.10
* J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
2,5-dimethylindole
C10H11N *
MeCN

N  Param.: 7.22

sN Param.: 1.10
* J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
2-methylindole
C9H9N *
MeCN

N  Param.: 6.91

sN Param.: 1.10
* J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-chloro-2-methylindole
C9H8ClN *
MeCN

N  Param.: 6.08

sN Param.: 1.10
* J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
4-methoxy-indole
C9H9NO *
MeCN

N  Param.: 5.41

sN Param.: 1.10
* J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
7-azaindole
C7H6N2 *
MeCN

N  Param.: 3.87

sN Param.: 1.10
* J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
anisole
C7H8O *
dichloromethane

N  Param.: -1.18

sN Param.: 1.20
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
N-(1-phenylvinyl)benzamide
C15H13NO *
MeCN

N  Param.: 5.44

sN Param.: 1.00
* Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
2-(triphenylsiloxy)propene
*
dichloromethane

N  Param.: 4.46

sN Param.: 0.90
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
3-methyl-2-(trimethylsiloxy)but-1-ene
*
dichloromethane

N  Param.: 5.41

sN Param.: 0.90
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(tert.butyldimethylsiloxy)propene
*
dichloromethane

N  Param.: 5.58

sN Param.: 0.90
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-(phenylethynyl)pyrrolidin-2-one
C12H11NO *
dichloromethane

N  Param.: 3.12

sN Param.: 0.85
* Angew. Chem. Int. Ed. 2014, 53, 4968-4971
10.1002/anie.201402055
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)pinacolborate
C19H20BF6LiO2S *
MeCN

N  Param.: 5.53

sN Param.: 1.00
* Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium 2-isopropyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C16H23BF3LiO2 *
MeCN

N  Param.: 6.63

sN Param.: 0.75
* Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
lithium 2-cyclopropyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C16H21BF3LiO2 *
MeCN

N  Param.: 7.72

sN Param.: 0.75
* Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]