Mayr's Database of Reactivity Parameters

C-Nucleophiles

For reactivities of structurally related compounds go to: Nucleophiles » C-Nucleophiles

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Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
furan
C4H4O *
 dichloromethane

N  Param.: 1.33

sN Param.: 1.29		 ***** J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
2-(trimethylsilyl)furan
C7H12OSi *
 dichloromethane

N  Param.: 2.16

sN Param.: 1.10		 * Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(triethylsilyl)furan
C10H18OSi *
 dichloromethane

N  Param.: 2.20

sN Param.: 1.10		 * Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(tributylsilyl)furan
C16H30OSi *
 dichloromethane

N  Param.: 2.37

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
2-(trimethylsilyl)thiophene
C7H12SSi *
 dichloromethane

N  Param.: -0.80

sN Param.: 1.00		 * Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(tributylstannyl)furan
C16H30OSn *
 dichloromethane

N  Param.: 3.63

sN Param.: 1.10		 * Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(tributylstannyl)thiophene
C16H30SSn *
 dichloromethane

N  Param.: 1.53

sN Param.: 1.00		 * 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
(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
(E,E)-hexa-2,4-diene
C6H10 *
 dichloromethane

N  Param.: 1.17

sN Param.: 1.10		 * Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2,3-dimethyl-buta-1,3-diene
C6H10 *
 dichloromethane

N  Param.: 1.17

sN Param.: 1.00		 * Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(E)-penta-1,3-diene
C5H8 *
 dichloromethane

N  Param.: 1.49

sN Param.: 1.00		 * Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
4-methyl-penta-1,3-diene
C6H10 *
 dichloromethane

N  Param.: 2.60

sN Param.: 1.00		 * Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(E)-2-methyl-penta-1,3-diene
C6H10 *
 dichloromethane

N  Param.: 3.09

sN Param.: 1.00		 * 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
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
cyclohepta-1,3,5-trienyl-Fe(CO)3
*
 dichloromethane

N  Param.: 3.42

sN Param.: 0.94		 *** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
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
2-phenyl-4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6
*
 dichloromethane

N  Param.: 1.33

sN Param.: 0.90		 * Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
diazomethane
CH2N2 *
 dichloromethane

N  Param.: 10.48

sN Param.: 0.78		 *** Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
phenyldiazomethane
C7H6N2 *
 dichloromethane

N  Param.: 9.35

sN Param.: 0.83		 *** Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
(trimethylsilyl)diazomethane
C4H10N2Si *
 dichloromethane

N  Param.: 8.97

sN Param.: 0.75		 *** Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
diphenyldiazomethane
C13H10N2 *
 dichloromethane

N  Param.: 5.29

sN Param.: 0.92		 *** Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
ethyl diazoacetate
C4H6N2O2 *
 dichloromethane

N  Param.: 4.91

sN Param.: 0.95		 *** Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
diazoacetone
C3H4N2O *
 dichloromethane

N  Param.: 3.96

sN Param.: 0.91		 *** Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
diethyl diazomalonate
C7H10N2O4 *
 dichloromethane

N  Param.: -0.35

sN Param.: 0.93		 ** Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
anion of nitroethane (in DMSO)
C2H4NO2 *
 DMSO

N  Param.: 21.54

sN Param.: 0.62		 *** J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
cyclohexa-1,3-diene
C6H8 *
 dichloromethane

N  Param.: 0.67

sN Param.: 1.10		 * Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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
cyclopentadiene
C5H6 *
 dichloromethane

N  Param.: 2.30

sN Param.: 1.06		 *** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
3,3-dimethyl-2-(trimethylsiloxy)buten
C9H20OSi *
 dichloromethane

N  Param.: 3.78

sN Param.: 0.79		 ** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
1-methoxy-2-methyl-1-(trimethylsiloxy)propene
C8H18O2Si *
 dichloromethane

N  Param.: 9.00

sN Param.: 0.98		 ***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-methyl-1-(trimethylsiloxy)propen
C7H16OSi *
 dichloromethane

N  Param.: 3.94

sN Param.: 1.00		 ***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(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
tetramethylethylene
C6H12 *
 dichloromethane

N  Param.: -1.00

sN Param.: 1.40		 *** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c