Mayr's Database of Reactivity Parameters

C-Nucleophiles

For reactivities of structurally related compounds go to: Nucleophiles
4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 Found 572 molecules, displaying page 10 of 12 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
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
dimethyl diazomalonate
C5H6N2O4*
 dichloromethane

N  Param.: -1.24

sN Param.: 0.81		***J. Am. Chem. Soc. 2023, 145, 7416-7434
10.1021/jacs.2c13872
diphenyldiazomethane
C13H10N2*
 dichloromethane

N  Param.: 5.29

sN Param.: 0.92		***Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
enolate of 2-coumaranone (in DMSO)
C8H5O2-*
 DMSO

N  Param.: 19.60

sN Param.: 0.75		***J. Org. Chem. 2024, 89, 6915-6928
10.1021/acs.joc.4c00277
enolate of 3-isochromanone (in DMSO)
C9H7O2-*
 DMSO

N  Param.: 25.39

sN Param.: 0.54		***J. Org. Chem. 2024, 89, 6915-6928
10.1021/acs.joc.4c00277
ethyl (E)-3-(dimethylamino)acrylate
C7H13NO2*
 dichloromethane

N  Param.: 9.43

sN Param.: 0.80		*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
ethyl (E)-3-(N-morpholino)acrylate
C9H15NO3*
 dichloromethane

N  Param.: 8.52

sN Param.: 0.80		*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
ethyl diazoacetate
C4H6N2O2*
 dichloromethane

N  Param.: 4.91

sN Param.: 0.95		***Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
ethyl-vinylether
C4H8O*
 dichloromethane

N  Param.: 3.92

sN Param.: 0.90		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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
furan
C4H4O*
 dichloromethane

N  Param.: 1.33

sN Param.: 1.29		*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
Indole
C8H7N*
 dichloromethane

N  Param.: 5.55

sN Param.: 1.09		***J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
isobutylenyl-ethylether
C6H12O*
 dichloromethane

N  Param.: 4.23

sN Param.: 1.00		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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)(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-(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 (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
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-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)(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-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)(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 (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
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-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 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-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 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 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 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 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 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 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 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.[...]
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 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
m-xylene
C8H10*
 dichloromethane

N  Param.: -3.57

sN Param.: 2.08		*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
Me2S(O)=CH2 (in DMSO)
*
 DMSO

N  Param.: 21.29

sN Param.: 0.47		***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
Me2S=CH(4-CN-C6H4) (in DMSO)
*
 DMSO

N  Param.: 21.07

sN Param.: 0.68		***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
Me2S=CH(p-NO2-C6H4) (in DMSO)
*
 DMSO

N  Param.: 18.42

sN Param.: 0.65		***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
Me2S=CH-CN (in DMSO)
*
 DMSO

N  Param.: 16.23

sN Param.: 0.60		***Chem. Eur. J. 2010, 16, 8610-8614
10.1002/chem.201001455
Me2S=CH-CO2Et (in DMSO)
*
 DMSO

N  Param.: 15.85

sN Param.: 0.61		***Chem. Eur. J. 2010, 16, 8610-8614
10.1002/chem.201001455
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
MeO-Breslow 1a
*
 THF

N  Param.: 14.77

sN Param.: 0.80		***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
MeO-Breslow 1b
*
 THF

N  Param.: 10.45

sN Param.: 0.81		***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
MeO-Breslow 1c
*
 THF

N  Param.: 16.61

sN Param.: 0.68		***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524