Mayr's Database of Reactivity Parameters

C-Nucleophiles

For reactivities of structurally related compounds go to: Nucleophiles
1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 Found 562 molecules, displaying page 4 of 12 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
lithium 2-allyl-4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C15H22BLiO2*
 MeCN

N  Param.: 11.20

sN Param.: 0.64		*J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
lithium (E)-2-(3,5-bis(trifluoromethyl)phenyl)-2-(but-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C18H22BF6LiO2*
 MeCN

N  Param.: 9.49

sN Param.: 0.82		***J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
(E)-1-(2-(4-methoxyphenyl)-1-phenylvinyl)pyrrolidine (in MeCN)
*
 MeCN

N  Param.: 11.99

sN Param.: 0.84		***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
(E)-1-(1,2-diphenylvinyl)pyrrolidine (in MeCN)
*
 MeCN

N  Param.: 11.66

sN Param.: 0.82		***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
(E)-4-(2-phenyl-2-(pyrrolidin-1-yl)vinyl)benzonitrile (in MeCN)
*
 MeCN

N  Param.: 10.63

sN Param.: 0.84		***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
(E)-1-(2-(4-nitrophenyl)-1-phenylvinyl)pyrrolidine (in MeCN)
*
 MeCN

N  Param.: 10.42

sN Param.: 0.82		***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
(E)-1-(1,2-diphenylvinyl)piperidine (in MeCN)
*
 MeCN

N  Param.: 9.94

sN Param.: 0.86		***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
(E)-4-(1,2-diphenylvinyl)morpholine (in MeCN)
*
 MeCN

N  Param.: 8.78

sN Param.: 0.83		***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
(E)-beta-(N-piperidino)styrene (in MeCN)
*
 MeCN

N  Param.: 13.84

sN Param.: 0.73		***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
(E)-4-styrylmorpholine
*
 MeCN

N  Param.: 11.66

sN Param.: 0.83		***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
alpha-(N-piperidino)styrene (in MeCN)
C13H17N*
 MeCN

N  Param.: 11.60

sN Param.: 0.80		*Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
alpha-(N-morpholino)styrene (in MeCN)
C12H15NO*
 MeCN

N  Param.: 10.30

sN Param.: 0.80		*Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
1-(trimethylsiloxy)cyclopentene (in MeCN)
C8H16OSi *
 MeCN

N  Param.: 6.43

sN Param.: 0.89		***Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
(Z)-1,2-diphenyl-1-(trimethylsiloxy)ethene (in MeCN)
C17H20OSi*
 MeCN

N  Param.: 3.00

sN Param.: 0.83		***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
(Z)-1-phenyl-1-(trimethylsiloxy)propene (in MeCN)
C12H18OSi*
 MeCN

N  Param.: 5.18

sN Param.: 0.94		***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
3-(trimethylsiloxy)-1H-indene (in MeCN)
C12H16OSi*
 MeCN

N  Param.: 7.32

sN Param.: 0.82		***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
1-(trimethylsiloxy)-3,4-dihydronaphthalene (in MeCN)
C13H18OSi*
 MeCN

N  Param.: 5.06

sN Param.: 0.91		***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
3-pyrrolidino-1H-indene (in MeCN)
C13H15N*
 MeCN

N  Param.: 15.27

sN Param.: 0.93		***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
1-pyrrolidino-3,4-dihydronaphthalene (in MeCN)
C14H17N*
 MeCN

N  Param.: 14.09

sN Param.: 0.66		***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
Ph3P=CH-CHO (in MeCN)
C20H17OP*
 MeCN

N  Param.: 9.09

sN Param.: 0.74		***J. Am. Chem. Soc. 2016, 138, 11272-11281
10.1021/jacs.6b06264
Ph3P=CH-C(O)Me (in MeCN)
C21H19OP*
 MeCN

N  Param.: 10.27

sN Param.: 0.83		***J. Am. Chem. Soc. 2016, 138, 11272-11281
10.1021/jacs.6b06264
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in MeCN)
C9H5F6O2S*
 MeCN

N  Param.: 16.15

sN Param.: 0.99		***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
anion of 4-cyanobenzyl trifluoromethyl sulfone (in MeCN)
C9H5F3NO2S*
 MeCN

N  Param.: 15.62

sN Param.: 0.99		***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
anion of 4-nitrobenzyl-CN (in MeCN)
C8H5N2O2*
 MeCN

N  Param.: 20.10

sN Param.: 0.71		***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
anion of (4-NO2-C6H4)CH2SO2Ph (in MeCN)
C13H10NO4S*
 MeCN

N  Param.: 19.90

sN Param.: 0.66		***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
lithium 4,4,5,5-tetramethyl-2-phenyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C15H22BLiO2*
 MeCN

N  Param.: 11.00

sN Param.: 0.57		***J. Am. Chem. Soc. 2022, 144, 16118-16130
10.1021/jacs.2c06493
2-((2,2,5,5-tetramethyl-1-(prop-1-en-1-yl)-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)
C12H19N3S*
 MeCN

N  Param.: 9.25

sN Param.: 0.84		***Chem. Commun. 2023, 59, 8091-8084
10.1039/d3cc01912h
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)
C17H21N3S*
 MeCN

N  Param.: 7.74

sN Param.: 0.87		***Chem. Commun. 2023, 59, 8091-8084
10.1039/d3cc01912h
(E)-2-((1-(but-1-en-1-yl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)
C13H21N3S*
 MeCN

N  Param.: 9.23

sN Param.: 0.74		***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in MeCN)
C17H24N2S*
 MeCN

N  Param.: 8.12

sN Param.: 0.88		***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
(E)-13-(ethylthio)-6-styryl-6,12-diazadispiro[4.1.47.25]tridec-12-ene (in MeCN)
C21H28N2S*
 MeCN

N  Param.: 7.79

sN Param.: 0.87		***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-(3-phenylprop-1-en-1-yl)-2,5-dihydro-1H-imidazole (in MeCN)
C18H26N2S*
 MeCN

N  Param.: 9.64

sN Param.: 0.70		***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-(3-phenylbut-1-en-1-yl)-2,5-dihydro-1H-imidazole (in MeCN)
C19H28N2S*
 MeCN

N  Param.: 7.92

sN Param.: 0.73		***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
(E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in MeCN)
C22H26N2S*
 MeCN

N  Param.: 8.30

sN Param.: 0.84		***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidin-4-one (in MeCN)
C16H22N2O*
 MeCN

N  Param.: 7.10

sN Param.: 0.82		***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidine-4-thione (in MeCN)
C16H22N2S*
 MeCN

N  Param.: 6.49

sN Param.: 0.83		***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
anion of Meldrums acid (in DMSO)
C6H7O4*
 DMSO

N  Param.: 13.91

sN Param.: 0.86		***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
anion of dimedone (in DMSO)
C8H11O2*
 DMSO

N  Param.: 16.27

sN Param.: 0.77		***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
anion of acetylacetone (in DMSO)
C5H7O2*
 DMSO

N  Param.: 17.64

sN Param.: 0.73		***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
anion of ethyl acetylacetate (in DMSO)
C6H9O3*
 DMSO

N  Param.: 18.82

sN Param.: 0.69		***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
anion of malononitrile (in DMSO)
C3HN2*
 DMSO

N  Param.: 19.36

sN Param.: 0.67		***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
anion of ethyl cyanoacetate (in DMSO)
C5H6NO2*
 DMSO

N  Param.: 19.62

sN Param.: 0.67		***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
anion of diethyl malonate (in DMSO)
C7H11O4*
 DMSO

N  Param.: 20.22

sN Param.: 0.65		***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
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
anion of diethyl methylmalonate (in DMSO)
C8H13O4-*
 DMSO

N  Param.: 21.13

sN Param.: 0.68		***J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of 3-methyl acetylacetone (in DMSO)
C6H9O2-*
 DMSO

N  Param.: 18.38

sN Param.: 0.72		***J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of nitromethane (in DMSO)
CH2NO2-*
 DMSO

N  Param.: 20.71

sN Param.: 0.60		***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of 2-nitropropane (in DMSO)
C3H6NO2-*
 DMSO

N  Param.: 20.61

sN Param.: 0.69		***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of phenylnitromethane (in DMSO)
C7H6NO2-*
 DMSO

N  Param.: 18.29

sN Param.: 0.71		***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of p-tolylnitromethane (in DMSO)
C8H8NO2-*
 DMSO

N  Param.: 18.31

sN Param.: 0.76		***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j