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)
5-chloro-2-methylindole
C9H8ClN*
MeCN

N  Param.: 6.08

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
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
benzyl (1-phenylvinyl)carbamate
C16H15NO2*
MeCN

N  Param.: 6.21

sN Param.: 0.87
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
1-phenyl-1-(trimethylsiloxy)ethene
C11H16OSi*
dichloromethane

N  Param.: 6.22

sN Param.: 0.96
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
5-methoxy-indole
C9H9NO*
dichloromethane

N  Param.: 6.22

sN Param.: 1.12
***J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
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
N-(1-(naphthalen-2-yl)vinyl)acetamide
C14H13NO*
MeCN

N  Param.: 6.28

sN Param.: 0.95
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
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.[...]
(5-methyl-furan-2-yl) MDA boronate
*
MeCN

N  Param.: 6.38

sN Param.: 0.86
***Chem. Sci. 2012, 3, 878-882
10.1039/c2sc00883a
1-(trimethylsiloxy)cyclopentene (in MeCN)
C8H16OSi *
MeCN

N  Param.: 6.43

sN Param.: 0.89
***Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
5-hydroxy-indole
C8H7NO*
MeCN

N  Param.: 6.44

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
potassium (1-(tert-butoxycarbonyl)-1H-indol-2-yl)trifluoroborate
C13H14BF3KNO2*
MeCN

N  Param.: 6.46

sN Param.: 0.96
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidine-4-thione (in MeCN)
C16H22N2S*
MeCN

N  Param.: 6.49

sN Param.: 0.83
***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
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
1,2-dimethylindole
C10H11N*
dichloromethane

N  Param.: 6.54

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
1-(trimethylsiloxy)cyclopentene
C8H16OSi*
dichloromethane

N  Param.: 6.57

sN Param.: 0.93
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
N-(1-(p-tolyl)vinyl)acetamide
C11H13NO*
MeCN

N  Param.: 6.57

sN Param.: 0.91
**Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
1-(trimethylsiloxy)cycloheptene
C10H20OSi*
dichloromethane

N  Param.: 6.62

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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.[...]
azulene
C10H8*
MeCN

N  Param.: 6.66

sN Param.: 1.02
***Eur. J. Org. Chem. 2009, , 1202-1206
10.1002/ejoc.200801099
(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
6-(4-dimethylamino-phenyl)fulvene
C14H15N*
MeCN

N  Param.: 6.72

sN Param.: 0.87
***Eur. J. Org. Chem. 2009, , 1202-1206
10.1002/ejoc.200801099
1-(trimethylsiloxy)cyclooctene
C11H22OSi*
dichloromethane

N  Param.: 6.77

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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
(allyl)dicarbonyl(cyclopentadienyl)iron(II)
*
dichloromethane

N  Param.: 6.78

sN Param.: 0.95
***Helv. Chim. Acta 2005, 88, 1754-1768
10.1002/hlca.200590137
potassium trifluoro(furan-3-yl)borate
C4H3BF3KO*
MeCN

N  Param.: 6.83

sN Param.: 0.93
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
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
2-methylindole
C9H9N*
MeCN

N  Param.: 6.91

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
1,1-dimethyl-2-methylenehydrazine (in CH2Cl2)
C3H8N2*
dichloromethane

N  Param.: 6.98

sN Param.: 0.85
***Angew. Chem. Int. Ed. 2013, 52, 11900-11904
10.1002/anie.201305092
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
N-(1-(4-methoxyphenyl)vinyl)acetamide
C11H13NO2*
MeCN

N  Param.: 7.06

sN Param.: 0.85
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
N-(cyclopent-1-en-1-yl)acetamide
C7H11NO*
MeCN

N  Param.: 7.06

sN Param.: 0.87
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in CH2Cl2)
C17H21N3S*
dichloromethane

N  Param.: 7.06

sN Param.: 1.11
***Chem. Commun. 2023, 59, 8091-8084
10.1039/d3cc01912h
potassium (1-(tert-butoxycarbonyl)-5-methoxy-1H-indol-2-yl)trifluoroborate
C14H16BF3KNO3*
MeCN

N  Param.: 7.10

sN Param.: 1.18
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidin-4-one (in MeCN)
C16H22N2O*
MeCN

N  Param.: 7.10

sN Param.: 0.82
***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
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.[...]
(p-nitrophenyl)diazomethane
*
dichloromethane

N  Param.: 7.17

sN Param.: 0.83
***J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
(S,E)-5-benzyl-2,2,3-trimethyl-1-styrylimidazolidin-4-one
C21H24N2O*
MeCN

N  Param.: 7.20

sN Param.: 1.14
***Angew. Chem. Int. Ed. 2012, 51, 5739-5742
10.1002/anie.201201240
2-(trimethylsiloxy)furan
C7H12O2Si*
dichloromethane

N  Param.: 7.22

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
5-amino-indole
C8H8N2*
MeCN

N  Param.: 7.22

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
2,5-dimethylindole
C10H11N*
MeCN

N  Param.: 7.22

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
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
5-methoxy-2-methylindole
C10H11NO*
MeCN

N  Param.: 7.26

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
potassium trifluoro(3-methoxy-thiophen-2-yl)borate
C5H5BF3KOS*
MeCN

N  Param.: 7.32

sN Param.: 0.90
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
3-(trimethylsiloxy)-1H-indene (in MeCN)
C12H16OSi*
MeCN

N  Param.: 7.32

sN Param.: 0.82
***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
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.[...]
(2-methylallyl)tributylstannane
C16H34Sn*
dichloromethane

N  Param.: 7.48

sN Param.: 0.89
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
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
(5-methyl-furan-2-yl) trifluoroborate
*
MeCN

N  Param.: 7.66

sN Param.: 1.04
***Chem. Sci. 2012, 3, 878-882
10.1039/c2sc00883a
(p-cyanophenyl)diazomethane
*
dichloromethane

N  Param.: 7.66

sN Param.: 0.80
***J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995