Mayr's Database of Reactivity Parameters

C-Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
toluene
C7H8*
dichloromethane

N  Param.: -4.36

sN Param.: 1.77
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
2-chloropropene
C3H5Cl*
dichloromethane

N  Param.: -3.65

sN Param.: 1.97
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
m-xylene
C8H10*
dichloromethane

N  Param.: -3.57

sN Param.: 2.08
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(3,3,4,4,5,5,6,6,7,7,7-undecafluoro)-2-(trimethylsiloxy)hept-1-ene
*
dichloromethane

N  Param.: -3.52

sN Param.: 1.17
***Org. Lett. 2012, 14, 3990-3993
10.1021/ol301766w
3,3,3-trifluoro-2-(trimethylsiloxy)propene
*
dichloromethane

N  Param.: -2.94

sN Param.: 1.11
***Org. Lett. 2012, 14, 3990-3993
10.1021/ol301766w
1-hexene
C6H12*
dichloromethane

N  Param.: -2.77

sN Param.: 1.41
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(E)-but-2-ene
C4H8*
dichloromethane

N  Param.: -2.45

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

N  Param.: -2.44

sN Param.: 1.09
**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
propene
C3H6*
dichloromethane

N  Param.: -2.41

sN Param.: 1.00
*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
2-(trimethylsilyl)propene
C6H14Si*
dichloromethane

N  Param.: -1.46

sN Param.: 1.05
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
anisole
C7H8O*
dichloromethane

N  Param.: -1.18

sN Param.: 1.20
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
alpha-(trimethylsilyl)styrene
C11H16Si*
dichloromethane

N  Param.: -1.13

sN Param.: 1.46
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6
*
dichloromethane

N  Param.: -1.11

sN Param.: 0.92
***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(Z)-phenylpropene
C9H10*
dichloromethane

N  Param.: -1.07

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
thiophene
C4H4S*
dichloromethane

N  Param.: -1.01

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
tetramethylethylene
C6H12*
dichloromethane

N  Param.: -1.00

sN Param.: 1.40
***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
buta-1,3-diene
C4H6*
dichloromethane

N  Param.: -0.87

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(trimethylsilyl)thiophene
C7H12SSi*
dichloromethane

N  Param.: -0.80

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)5(PPh3)
*
dichloromethane

N  Param.: -0.76

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-(p-tolyl)-1-(trimethylsilyl)ethene
C12H18Si*
dichloromethane

N  Param.: -0.65

sN Param.: 1.59
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
4,4,5,5-tetramethyl-2-prop-2-enyl-1,3,2-dioxaborolane (in CH2Cl2)
C9H17BO2*
dichloromethane

N  Param.: -0.64

sN Param.: 1.10
***J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
allylchlorodimethylsilane
C5H11ClSi*
dichloromethane

N  Param.: -0.57

sN Param.: 1.06
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(2-methylallyl)trichlorosilane
C4H7Cl3Si*
dichloromethane

N  Param.: -0.57

sN Param.: 0.95
*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
(E)-propenylbenzene
C9H10*
dichloromethane

N  Param.: -0.49

sN Param.: 1.18
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
methylenecyclopropane
C4H6*
dichloromethane

N  Param.: -0.47

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-ethinylcyclohexenyl-Co2(CO)6
*
dichloromethane

N  Param.: -0.44

sN Param.: 1.06
***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
beta-(trimethylsilyl)styrene
C11H16Si*
dichloromethane

N  Param.: -0.43

sN Param.: 1.06
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
diethyl diazomalonate
C7H10N2O4*
dichloromethane

N  Param.: -0.35

sN Param.: 0.93
**Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
2-(tris(trimethylsilyl)silyl)propene
C12H32Si4*
dichloromethane

N  Param.: -0.31

sN Param.: 0.99
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
2-(pentamethyldisilyl)propene
C8H20Si2*
dichloromethane

N  Param.: -0.26

sN Param.: 0.95
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
norbornene
C7H10*
dichloromethane

N  Param.: -0.25

sN Param.: 1.09
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
allyltriphenylsilane
C21H20Si*
dichloromethane

N  Param.: -0.13

sN Param.: 1.21
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(1H-inden-1-yl)trimethylsilane (in CH2Cl2)
C12H16Si*
dichloromethane

N  Param.: -0.10

sN Param.: 1.05
***Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
phenylacetylene
C8H6*
dichloromethane

N  Param.: -0.04

sN Param.: 0.77
***Angew. Chem. Int. Ed. 2014, 53, 4968-4971
10.1002/anie.201402055
2,3,3-trimethyl-but-1-ene
C7H14*
dichloromethane

N  Param.: 0.06

sN Param.: 1.07
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
cyclohepta-1,3-diene
C7H10*
dichloromethane

N  Param.: 0.06

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-methylcyclohexene
C7H12*
dichloromethane

N  Param.: 0.08

sN Param.: 1.15
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
3-methylanisole
C8H10O*
dichloromethane

N  Param.: 0.13

sN Param.: 1.27
***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-diazoindandione
C9H4N2O2*
dichloromethane

N  Param.: 0.16

sN Param.: 0.86
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
(2-methylallyl)benzene
C10H12*
dichloromethane

N  Param.: 0.25

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-diazobenzothiophen-3(2H)-one
C8H4N2OS*
dichloromethane

N  Param.: 0.40

sN Param.: 0.93
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
2,4-dimethyl-penta-1,4-diene
C7H12*
dichloromethane

N  Param.: 0.54

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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
alpha-(pentamethyldisilyl)styrene
C13H22Si2*
dichloromethane

N  Param.: 0.61

sN Param.: 1.01
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
2-methyl-but-2-ene
C5H10*
dichloromethane

N  Param.: 0.65

sN Param.: 1.17
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2,3-dimethyl-but-1-ene
C6H12*
dichloromethane

N  Param.: 0.65

sN Param.: 1.00
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(Z)-penta-1,3-diene
C5H8*
dichloromethane

N  Param.: 0.66

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
cyclohexa-1,3-diene
C6H8*
dichloromethane

N  Param.: 0.67

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