Mayr's Database of Reactivity Parameters

C-Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
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.[...]
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.[...]
lithium 4,4,5,5-tetramethyl-2-(1-phenylethyl)-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C21H25BF3LiO2 *
MeCN

N  Param.: 8.56

sN Param.: 0.76
*** Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
lithium 2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-2-(1-phenylethyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C22H24BF6LiO2 *
MeCN

N  Param.: 7.46

sN Param.: 0.76
** Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
lithium 2-benzyl-2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C21H22BF6LiO2 *
MeCN

N  Param.: 6.30

sN Param.: 0.78
** Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
lithium 2-isopropyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C16H23BF3LiO2 *
MeCN

N  Param.: 6.63

sN Param.: 0.75
* Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
lithium 2-cyclopropyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C16H21BF3LiO2 *
MeCN

N  Param.: 7.72

sN Param.: 0.75
* Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
lithium 2-ethyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C15H21BF3LiO2 *
MeCN

N  Param.: 7.68

sN Param.: 0.78
*** Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
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.[...]
1-ethoxy-2-methyl-1,3-dioxobutan-2-ide (in DMSO)
C7H11O3 *
DMSO

N  Param.: 19.58

sN Param.: 0.73
*** Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
1-(ethoxycarbonyl)-2-oxocyclopentan-1-ide (in DMSO)
C8H11O3 *
DMSO

N  Param.: 18.63

sN Param.: 0.82
*** Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
1-(ethoxycarbonyl)-2-oxocyclohexan-1-ide (in DMSO)
C9H13O3 *
DMSO

N  Param.: 18.32

sN Param.: 0.84
*** Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
1-(ethoxycarbonyl)-2-oxocycloheptan-1-ide
C10H15O3 *
DMSO

N  Param.: 19.53

sN Param.: 0.83
*** Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
1-(ethoxycarbonyl)-2-oxocyclooctan-1-ide (in DMSO)
C11H17O3 *
DMSO

N  Param.: 20.02

sN Param.: 0.76
*** Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
1-(ethoxycarbonyl)-2-oxocyclododecan-1-ide (in DMSO)
C15H25O3 *
DMSO

N  Param.: 20.60

sN Param.: 0.63
*** Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
3-methyl-2,4-dioxotetrahydro-2H-pyran-3-ide (in DMSO)
C6H7O3 *
DMSO

N  Param.: 14.46

sN Param.: 0.91
*** Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
3-acetyl-2-oxotetrahydro-2H-pyran-3-ide (in DMSO)
C7H9O3 *
DMSO

N  Param.: 17.00

sN Param.: 0.74
*** Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
anion of diethyl 2-(isopropyl)malonate (in DMSO)
C10H17O4 *
DMSO

N  Param.: 18.74

sN Param.: 0.71
*** Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
anion of diethyl 2-butylmalonate (in DMSO)
C11H19O4 *
DMSO

N  Param.: 23.00

sN Param.: 0.55
*** Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
anion of diethyl 2-cyclohexylmalonate (in DMSO)
C13H21O4 *
DMSO

N  Param.: 19.23

sN Param.: 0.67
*** Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
anion of diethyl 2-phenylmalonate (in DMSO)
C13H15O4 *
DMSO

N  Param.: 15.93

sN Param.: 0.99
*** Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
anion of diethyl 2-(4-nitrophenyl)malonate (in DMSO)
C13H14NO6 *
DMSO

N  Param.: 14.94

sN Param.: 0.96
*** Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
anion of triethyl methanetricarboxylate (in DMSO)
C10H15O6 *
DMSO

N  Param.: 15.33

sN Param.: 0.72
*** Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
anion of diethyl 2-(acetyl)malonate (in DMSO)
C9H13O5 *
DMSO

N  Param.: 13.83

sN Param.: 0.84
*** Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
anion of diethyl 2-(benzoyl)malonate (in DMSO)
C14H15O5 *
DMSO

N  Param.: 13.63

sN Param.: 0.80
*** Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
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
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
anion of diethyl 2-(p-anisyl)malonate (in DMSO)
C14H17O5 *
DMSO

N  Param.: 16.73

sN Param.: 0.91
*** Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
Cp2Zr(Me)2 - Dimethylzirconocene
*
dichloromethane

N  Param.: 4.35

sN Param.: 1.09
*** Chem. Eur. J. 2016, 22, 11196-11200
10.1002/chem.201602452
Cp2Zr(CH2Ph)2 - Dibenzylzirconocene
*
dichloromethane

N  Param.: 5.10

sN Param.: 1.03
*** Chem. Eur. J. 2016, 22, 11196-11200
10.1002/chem.201602452
Cp2Ti(CH2Ph)2 - Dibenzyltitanocene
*
dichloromethane

N  Param.: 4.38

sN Param.: 1.00
* Chem. Eur. J. 2016, 22, 11196-11200
10.1002/chem.201602452