Mayr's Database of Reactivity Parameters

Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
5-(4-(dimethylamino)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C15H18NO4 *
DMSO

N  Param.: 14.48

sN Param.: 0.86
*** Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
5-(4-(dimethylamino)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide
C15H18NO4 *
MeCN

N  Param.: 7.15

sN Param.: 0.81
*** Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C14H15O5 *
DMSO

N  Param.: 15.13

sN Param.: 0.75
*** Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide
C14H15O5 *
MeCN

N  Param.: 6.21

sN Param.: 0.68
*** Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
5-benzyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide
C13H13O4 *
MeCN

N  Param.: 5.51

sN Param.: 0.70
*** Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
5-benzyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C13H13O4 *
DMSO

N  Param.: 15.02

sN Param.: 0.75
*** Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
5-(4-cyanobenzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C14H12NO4 *
DMSO

N  Param.: 13.79

sN Param.: 0.86
*** Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
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
1,4-dimethylcyclohexa-1,4-diene (in CH2Cl2)
C8H12 *
dichloromethane

N  Param.: 1.88

sN Param.: 0.96
** J. Am. Chem. Soc. 2014, 136, 13863-13873
10.1021/ja507598y
1,3,5-trimethylcyclohexa-1,4-diene (in CH2Cl2)
C9H14 *
dichloromethane

N  Param.: 4.95

sN Param.: 0.79
** J. Am. Chem. Soc. 2014, 136, 13863-13873
10.1021/ja507598y
1,2,4,5-tetramethylcyclohexa-1,4-diene (in CH2Cl2)
C10H16 *
dichloromethane

N  Param.: 4.27

sN Param.: 0.86
** J. Am. Chem. Soc. 2014, 136, 13863-13873
10.1021/ja507598y
bis(4-methoxyphenyl)methane (in CH2Cl2)
C15H16O2 *
dichloromethane

N  Param.: -2.11

sN Param.: 0.98
** J. Am. Chem. Soc. 2014, 136, 13863-13873
10.1021/ja507598y
(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
(E)-1-styryl-2-tritylpyrrolidine (in CH2Cl2)
C31H29N *
dichloromethane

N  Param.: 10.19

sN Param.: 1.06
*** J. Am. Chem. Soc. 2014, 136, 14263-14269
10.1021/ja508065e
(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
anion of 1,2-diphenylethanone (in DMSO)
C14H11O *
DMSO

N  Param.: 23.15

sN Param.: 0.60
*** Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of N,N-diethyl-3-oxo-3-phenylpropanoate (in DMSO)
C13H16NO2 *
DMSO

N  Param.: 19.28

sN Param.: 0.65
*** Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of ethyl 3-oxo-3-phenylpropanoate (in DMSO)
C11H11O3 *
DMSO

N  Param.: 17.52

sN Param.: 0.74
*** Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of 3-oxo-3-phenylpropanenitrile (in DMSO)
C9H6NO *
DMSO

N  Param.: 16.55

sN Param.: 0.78
*** Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of 1-phenylbutane-1,3-dione (in DMSO)
C10H9O2 *
DMSO

N  Param.: 16.03

sN Param.: 0.86
*** Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of 1,3-diphenylpropane-1,3-dione (in DMSO)
C15H11O2 *
DMSO

N  Param.: 17.46

sN Param.: 0.65
*** Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of 1-phenyl-2-(phenylsulfonyl)ethanone (in DMSO)
C14H11O3S *
DMSO

N  Param.: 17.19

sN Param.: 0.56
*** Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of 2-nitro-1-phenylethan-1-one (in DMSO)
C8H6NO3 *
DMSO

N  Param.: 13.91

sN Param.: 0.76
*** Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of 1-phenylpropan-2-one (in DMSO)
C9H9O *
DMSO

N  Param.: 24.99

sN Param.: 0.60
*** Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of (benzylsulfonyl)benzene (in DMSO)
C13H11O2S *
DMSO

N  Param.: 25.77

sN Param.: 0.56
*** Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of ethyl 2-nitroacetate (in DMSO)
C4H6NO4 *
DMSO

N  Param.: 15.24

sN Param.: 0.74
*** Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
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 (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate
C18H21BF3LiO2S *
MeCN

N  Param.: 6.24

sN Param.: 1.00
** Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(4-chlorophenyl)pinacolborate
C17H21BClLiO2S *
MeCN

N  Param.: 6.77

sN Param.: 0.88
** Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(phenyl)pinacolborate
C17H22BLiO2S *
MeCN

N  Param.: 7.24

sN Param.: 0.83
** Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(4-methylphenyl)pinacolborate
C18H24BLiO2S *
MeCN

N  Param.: 6.98

sN Param.: 0.93
** Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(4-methoxyphenyl)pinacolborate
C18H24BLiO3S *
MeCN

N  Param.: 7.51

sN Param.: 0.87
** Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(4-(dimethylamino)phenyl)pinacolborate
C19H27BLiNO2S *
MeCN

N  Param.: 8.02

sN Param.: 0.89
** Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium bis(5-methylthiophen-2-yl)pinacolborate
C16H22BLiO2S2 *
MeCN

N  Param.: 7.67

sN Param.: 0.87
** Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylfuran-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate
C18H21BF3LiO3 *
MeCN

N  Param.: 8.13

sN Param.: 0.85
** Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
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 (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)neopentylglycolborate
C18H18BF6LiO2S *
MeCN

N  Param.: 10.13

sN Param.: 0.91
** Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
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
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)catecholglycolborate
C18H13BF3LiO2S *
MeCN

N  Param.: 6.50

sN Param.: 0.77
** Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
potassium indenide (in DMSO)
C9H7K *
DMSO

N  Param.: 24.16

sN Param.: 0.68
*** Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
sodium indenide (in DMSO)
C9H7Na *
DMSO

N  Param.: 23.74

sN Param.: 0.71
*** Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
lithium indenide (in DMSO)
C9H7Li *
DMSO

N  Param.: 23.66

sN Param.: 0.70
*** Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
(1H-inden-1-yl)zinc(II) chloride*LiCl (in DMSO)
C9H7Cl2LiZn *
DMSO

N  Param.: 18.10

sN Param.: 0.46
** Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
(1H-inden-1-yl)zinc(II) bromide*LiBr (in DMSO)
C9H7Br2LiZn *
DMSO

N  Param.: 15.60

sN Param.: 0.51
** Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
(1H-inden-1-yl)trimethylstannane (in CH2Cl2)
C12H16Sn *
dichloromethane

N  Param.: 6.68

sN Param.: 0.81
*** Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
(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
lithium 2-benzyl-4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C19H24BLiO2 *
MeCN

N  Param.: 8.92

sN Param.: 0.70
** Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
2-phenylethylamine (in water)
C8H11N *
water

N  Param.: 13.40

sN Param.: 0.57
*** ChemPlusChem 2015, 80, 1673-1679
10.1002/cplu.201500246
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.[...]
lithium 2-benzyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C20H23BF3LiO2 *
MeCN

N  Param.: 7.15

sN Param.: 0.77
*** Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]