Mayr's Database of Reactivity Parameters

C-Nucleophiles

1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 Found 562 molecules, displaying page 5 of 12 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
anion of (4-nitrophenyl)nitromethane (in water)
C7H5N2O4-*
water

N  Param.: 13.58

sN Param.: 0.52
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of p-tolylnitromethane (in 91M9AN)
C8H8NO2-*
MeOH-MeCN mix

N  Param.: 13.58

sN Param.: 0.64
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
1-(N-morpholino)cyclopentene
C9H15NO*
dichloromethane

N  Param.: 13.41

sN Param.: 0.82
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
anion of nitroethane (in 91M9AN)
C2H4NO2-*
MeOH-MeCN mix

N  Param.: 13.41

sN Param.: 0.67
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
1-(N-piperidino)cyclohexene
C11H19N*
dichloromethane

N  Param.: 13.36

sN Param.: 0.81
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
anion of (4-cyanophenyl)nitromethane (in water)
C8H5N2O2-*
water

N  Param.: 13.23

sN Param.: 0.52
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of p-tolylnitromethane (in water)
C8H8NO2-*
water

N  Param.: 13.09

sN Param.: 0.50
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
Ph3P=C(CH3)-CO2Et
*
dichloromethane

N  Param.: 13.09

sN Param.: 0.73
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
1-(phenylmethylamino)cyclopentene
C12H15N*
dichloromethane

N  Param.: 12.90

sN Param.: 0.79
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
Ph3P=CH-CO2Et
*
dichloromethane

N  Param.: 12.79

sN Param.: 0.77
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
Desoxy Breslow intermediate 2c'
*
THF

N  Param.: 12.75

sN Param.: 0.71
***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
5-(trimethylsiloxy)-2,3-dihydrofuran
C7H14O2Si*
dichloromethane

N  Param.: 12.56

sN Param.: 0.70
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(5-methyl-furan-2-yl)(1,1,1-tris(methoxy)ethane)borate
*
MeCN

N  Param.: 12.55

sN Param.: 0.92
***Chem. Sci. 2012, 3, 878-882
10.1039/c2sc00883a
1-(1-cyclohexenyl)-4-methylpiperazine
C11H20N2*
dichloromethane

N  Param.: 12.51

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
anion of phenylnitromethane (in 91M9AN)
C7H6NO2-*
MeOH-MeCN mix

N  Param.: 12.51

sN Param.: 0.67
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of 5-(p-anisyl) Meldrum's acid (in DMSO)
C13H13O5*
DMSO

N  Param.: 12.35

sN Param.: 0.90
**Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
5-(trimethylsiloxy)-2,3-dihydrofuran (in MeCN)
*
MeCN

N  Param.: 12.34

sN Param.: 0.72
***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
Ph3P=CH-CN
*
dichloromethane

N  Param.: 12.29

sN Param.: 0.75
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
(Z)-1-(N-morpholino)propene
C7H13NO*
dichloromethane

N  Param.: 12.26

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
(E)-1-styrylpyrrolidine (in CH2Cl2)
C12H15N*
dichloromethane

N  Param.: 12.26

sN Param.: 0.93
***J. Am. Chem. Soc. 2014, 136, 14263-14269
10.1021/ja508065e
Ph3P=CH-CO2Et (in DMSO)
*
DMSO

N  Param.: 12.21

sN Param.: 0.62
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
anion of 2-nitropropane (in 91M9AN)
C3H6NO2-*
MeOH-MeCN mix

N  Param.: 12.20

sN Param.: 0.71
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
(E)-1-(N-morpholino)propene
C7H13NO*
dichloromethane

N  Param.: 12.06

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
anion of Meldrum's acid (in water)
C6H7O4-*
water

N  Param.: 12.06

sN Param.: 0.66
***J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of nitromethane (in water)
CH2NO2-*
water

N  Param.: 12.06

sN Param.: 0.53
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of phenylnitromethane (in H2O)
C7H6NO2-*
water

N  Param.: 12.05

sN Param.: 0.53
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
1-methyl-4-(N-morpholino)tetrahydropyridine
C10H18N2O*
dichloromethane

N  Param.: 12.03

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
2,2-dimethyl-5-(4-nitrobenzyl)-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C13H12NO6*
DMSO

N  Param.: 12.02

sN Param.: 1.17
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
(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
(4-Br-C6H4)-(CO)-CH=SMe2
*
dichloromethane

N  Param.: 11.95

sN Param.: 0.76
***Angew. Chem. Int. Ed. 2009, 48, 5034-5037
10.1002/anie.200900933
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)neopentylglycolborate
C17H19BF3LiO2S*
MeCN

N  Param.: 11.85

sN Param.: 0.72
**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
anion of dimedone (in water)
C8H11O2-*
water

N  Param.: 11.77

sN Param.: 0.63
***J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
(E)-1-styryl-2-(triphenylsilyl)pyrrolidine (in CH2Cl2)
C30H29NSi*
dichloromethane

N  Param.: 11.77

sN Param.: 0.98
***J. Am. Chem. Soc. 2014, 136, 14263-14269
10.1021/ja508065e
(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-styrylmorpholine
*
MeCN

N  Param.: 11.66

sN Param.: 0.83
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
3-ethyl-2,4-dimethylpyrrole
C8H13N*
MeCN

N  Param.: 11.63

sN Param.: 0.95
***Eur. J. Org. Chem. 2008, , 2369-2374
10.1002/ejoc.200800092
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
anion of 5-phenyl Meldrum's acid (in DMSO)
C12H11O4*
DMSO

N  Param.: 11.54

sN Param.: 0.95
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
4-methyl-5-(trimethylsiloxy)-2,3-dihydrofuran
C8H16O2Si*
dichloromethane

N  Param.: 11.50

sN Param.: 0.91
***Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
Desoxy Breslow intermediate 2b'
*
THF

N  Param.: 11.42

sN Param.: 0.70
***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
1-(N-morpholino)cyclohexene
C10H17NO*
dichloromethane

N  Param.: 11.40

sN Param.: 0.83
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
lithium 5,5-dimethyl-2-(1-phenylethyl)-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborinan-2-uide (in MeCN)
C20H23BF3LiO2*
MeCN

N  Param.: 11.29

sN Param.: 0.76
***Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
5-(triphenylsiloxy)-2,3-dihydrofuran
C22H20O2Si*
dichloromethane

N  Param.: 11.28

sN Param.: 0.91
***Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
anion of nitroethane (in water)
C2H4NO2-*
water

N  Param.: 11.25

sN Param.: 0.52
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)glycolborate
C15H12BF6LiO2S*
MeCN

N  Param.: 11.23

sN Param.: 0.77
***Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
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 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
lithium 4,4,5,5-tetramethyl-2-phenyl-2-(1-phenylethyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C20H26BLiO2*
MeCN

N  Param.: 10.97

sN Param.: 0.63
**Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
(E)-beta-(N-morpholino)styrene
C12H15NO*
dichloromethane

N  Param.: 10.76

sN Param.: 0.87
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
1-(phenylmethylamino)cyclohexene
C13H17N*
dichloromethane

N  Param.: 10.73

sN Param.: 0.81
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666