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)
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
(Cp*)2Zr(Me)2 - Dimethyl-bis(pentamethylcyclopentadienyl)zirconium
C22H36Zr *
 dichloromethane

N  Param.: 5.49

sN Param.: 1.06		 *** Chem. Eur. J. 2016, 22, 11196-11200
10.1002/chem.201602452
Dimethyl 1,1'-isopropylidenezirconocene
*
 dichloromethane

N  Param.: 5.20

sN Param.: 1.00		 * Chem. Eur. J. 2016, 22, 11196-11200
10.1002/chem.201602452
Dimethyl bis(indenyl)zirconium(IV)
*
 dichloromethane

N  Param.: 6.89

sN Param.: 1.00		 * Chem. Eur. J. 2016, 22, 11196-11200
10.1002/chem.201602452
3-mesityl-1-methyl-1H-imidazol-3-ium-2-ide (in THF)
C13H16N2 *
 THF

N  Param.: 21.50

sN Param.: 0.45		 *** Org. Lett. 2016, 18, 3566-3569
10.1021/acs.orglett.[...]
3-(tert-butyl)-1-methyl-1H-imidazol-3-ium-2-ide (in THF)
C8H14N2 *
 THF

N  Param.: 16.54

sN Param.: 0.47		 *** Org. Lett. 2016, 18, 3566-3569
10.1021/acs.orglett.[...]
3-(4-methoxyphenyl)-1-methyl-1H-imidazol-3-ium-2-ide (in THF)
C11H12N2O *
 THF

N  Param.: 20.41

sN Param.: 0.46		 *** Org. Lett. 2016, 18, 3566-3569
10.1021/acs.orglett.[...]
3-(2,6-dimethoxyphenyl)-1-methyl-1H-imidazol-3-ium-2-ide (in THF)
C12H14N2O2 *
 THF

N  Param.: 23.00

sN Param.: 0.46		 *** Org. Lett. 2016, 18, 3566-3569
10.1021/acs.orglett.[...]
Meldrum's acid iodonium ylide (in CH2Cl2)
*
 dichloromethane

N  Param.: 4.36

sN Param.: 1.06		 *** J. Am. Chem. Soc. 2016, 138, 10304-10313
10.1021/jacs.6b05768
Dimedone iodonium ylide (in CH2Cl2)
*
 dichloromethane

N  Param.: 6.18

sN Param.: 0.81		 *** J. Am. Chem. Soc. 2016, 138, 10304-10313
10.1021/jacs.6b05768
N,N-Dimethylbarbituric acid iodonium ylide (in CHCl2)
*
 dichloromethane

N  Param.: 7.98

sN Param.: 0.71		 *** J. Am. Chem. Soc. 2016, 138, 10304-10313
10.1021/jacs.6b05768
6-methyl-3-(phenyl-l3-iodanylidene)dihydro-2H-pyran-2,4(3H)-dione (in CH2Cl2)
*
 dichloromethane

N  Param.: 4.67

sN Param.: 0.92		 *** J. Am. Chem. Soc. 2016, 138, 10304-10313
10.1021/jacs.6b05768
bis(phenylsulfonyl)methanide (in DMSO)
C13H11O4S2 *
 DMSO

N  Param.: 15.68

sN Param.: 0.74		 *** Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
fluorobis(phenylsulfonyl)methanide (in DMSO)
C13H10FO4S2 *
 DMSO

N  Param.: 17.46

sN Param.: 0.73		 *** Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
methoxybis(phenylsulfonyl)methanide (in DMSO)
C14H13O5S2 *
 DMSO

N  Param.: 17.29

sN Param.: 0.70		 *** Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)
C7H5O4S2 *
 DMSO

N  Param.: 16.06

sN Param.: 0.69		 *** Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
2-fluoro-2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)
C7H4FO4S2 *
 DMSO

N  Param.: 19.03

sN Param.: 0.58		 *** Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
2-methoxy-2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)
C8H7O5S2 *
 DMSO

N  Param.: 17.36

sN Param.: 0.71		 *** Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
2-ethoxy-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)
C10H11O4S *
 DMSO

N  Param.: 18.81

sN Param.: 0.59		 *** Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
2-ethoxy-1-fluoro-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)
C10H10FO4S *
 DMSO

N  Param.: 20.51

sN Param.: 0.64		 *** Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
2-ethoxy-1-methoxy-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)
C11H13O5S *
 DMSO

N  Param.: 19.15

sN Param.: 0.59		 *** Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
1,3-diethoxy-2-fluoro-1,3-dioxopropan-2-ide (in DMSO)
C7H10FO4 *
 DMSO

N  Param.: 20.63

sN Param.: 0.76		 *** Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
2-chloro-1,3-diethoxy-1,3-dioxopropan-2-ide (in DMSO)
C7H10ClO4 *
 DMSO

N  Param.: 18.19

sN Param.: 0.74		 *** Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
1,2,3-trimethoxy-1,3-dioxopropan-2-ide (in DMSO)
C6H9O5 *
 DMSO

N  Param.: 20.08

sN Param.: 0.74		 *** Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
chloro(phenylsulfonyl)methanide (in DMSO)
C7H6ClO2S *
 DMSO

N  Param.: 28.27

sN Param.: 0.42		 *** J. Org. Chem. 2017, 82, 2011-2017
10.1021/acs.joc.6b02844
bromo(phenylsulfonyl)methanide (in DMSO)
C7H6BrO2S *
 DMSO

N  Param.: 23.90

sN Param.: 0.62		 *** J. Org. Chem. 2017, 82, 2011-2017
10.1021/acs.joc.6b02844
chloro((4-cyanophenyl)sulfonyl)methanide (in DMSO)
C8H5ClNO2S *
 DMSO

N  Param.: 25.59

sN Param.: 0.51		 *** J. Org. Chem. 2017, 82, 2011-2017
10.1021/acs.joc.6b02844
chloro((4-nitrophenyl)sulfonyl)methanide (in DMSO)
C7H5ClNO4S *
 DMSO

N  Param.: 24.88

sN Param.: 0.49		 *** J. Org. Chem. 2017, 82, 2011-2017
10.1021/acs.joc.6b02844
chloro((4-chlorophenyl)sulfonyl)methanide (in DMSO)
C7H5Cl2O2S *
 DMSO

N  Param.: 26.90

sN Param.: 0.45		 *** J. Org. Chem. 2017, 82, 2011-2017
10.1021/acs.joc.6b02844
anion of ethyl 2-cyano-2-phenylacetate (in DMSO)
C11H10NO2 *
 DMSO

N  Param.: 15.85

sN Param.: 1.04		 *** Eur. J. Org. Chem. 2017, , 1196-1202
10.1002/ejoc.201601513
anion of 2-phenylmalononitrile (in DMSO)
C9H5N2 *
 DMSO

N  Param.: 15.58

sN Param.: 1.00		 *** Eur. J. Org. Chem. 2017, , 1196-1202
10.1002/ejoc.201601513
anion of 2-phenyl-2-(phenylsulfonyl)acetonitrile (in DMSO)
C14H10NO2S *
 DMSO

N  Param.: 15.97

sN Param.: 0.72		 *** Eur. J. Org. Chem. 2017, , 1196-1202
10.1002/ejoc.201601513
anion of (phenylmethylenedisulfonyl)dibenzene (in DMSO)
C19H15O4S2 *
 DMSO

N  Param.: 15.07

sN Param.: 0.79		 *** Eur. J. Org. Chem. 2017, , 1196-1202
10.1002/ejoc.201601513
anion of 1,2,3-triphenylpropane-1,3-dione (in DMSO)
C21H15O2 *
 DMSO

N  Param.: 14.99

sN Param.: 0.83		 *** Eur. J. Org. Chem. 2017, , 1196-1202
10.1002/ejoc.201601513
barbiturate anion (in DMSO)
C4H3N2O3 *
 DMSO

N  Param.: 15.59

sN Param.: 0.80		 *** J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
1,3-dimethylbarbiturate anion (in DMSO)
C6H7N2O3 *
 DMSO

N  Param.: 17.46

sN Param.: 0.72		 *** J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
2-thiobarbiturate anion (in DMSO)
C4H3N2O2S *
 DMSO

N  Param.: 14.24

sN Param.: 0.82		 *** J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
1,3-diethyl-thiobarbiturate anion (in DMSO)
C8H11N2O2S *
 DMSO

N  Param.: 14.90

sN Param.: 0.80		 *** J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
4,4,5,5-tetramethyl-2-prop-2-enyl-1,3,2-dioxaborolane (in CH2Cl2)
C9H17BO2 *
 dichloromethane

N  Param.: -0.64

sN Param.: 1.10		 *** J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
potassium allyltrifluoroborate (in MeCN)
C3H5BF3K *
 MeCN

N  Param.: 5.29

sN Param.: 0.87		 ** J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
lithium 2-allyl-2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C17H20BF6LiO2 *
 MeCN

N  Param.: 8.71

sN Param.: 0.80		 *** J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
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