Mayr's Database of Reactivity Parameters

C-Nucleophiles

For reactivities of structurally related compounds go to: Nucleophiles
2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 Found 581 molecules, displaying page 6 of 12 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
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
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 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-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.[...]
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)
C17H21N3S*
 MeCN

N  Param.: 7.74

sN Param.: 0.87		***Chem. Commun. 2023, 59, 8091-8084
10.1039/d3cc01912h
6-(julolidin-9-yl)fulvene
C18H19N*
 MeCN

N  Param.: 7.79

sN Param.: 1.06		***Eur. J. Org. Chem. 2009, , 1202-1206
10.1002/ejoc.200801099
(E)-13-(ethylthio)-6-styryl-6,12-diazadispiro[4.1.47.25]tridec-12-ene (in MeCN)
C21H28N2S*
 MeCN

N  Param.: 7.79

sN Param.: 0.87		***Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
N-methylenepyrrolidin-1-amine (in CH2Cl2)
C5H10N2*
 dichloromethane

N  Param.: 7.84

sN Param.: 0.89		***Angew. Chem. Int. Ed. 2013, 52, 11900-11904
10.1002/anie.201305092
(S,E)-3-benzyl-1-methyl-4-styryl-1,4-diazaspiro[4.4]nonan-2-one
C23H26N2O*
 MeCN

N  Param.: 7.92

sN Param.: 1.07		***Angew. Chem. Int. Ed. 2012, 51, 5739-5742
10.1002/anie.201201240
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-(3-phenylbut-1-en-1-yl)-2,5-dihydro-1H-imidazole (in MeCN)
C19H28N2S*
 MeCN

N  Param.: 7.92

sN Param.: 0.73		***Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
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
(E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2)
C22H26N2S *
 dichloromethane

N  Param.: 7.99

sN Param.: 0.98		***Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
2,5-dimethylpyrrole
C6H9N*
 MeCN

N  Param.: 8.01

sN Param.: 0.96		***Eur. J. Org. Chem. 2008, , 2369-2374
10.1002/ejoc.200800092
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
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in MeCN)
C17H24N2S*
 MeCN

N  Param.: 8.12

sN Param.: 0.88		***Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
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
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2)
C17H24N2S *
 dichloromethane

N  Param.: 8.13

sN Param.: 0.97		***Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
5-(tris(pentafluorophenyl)siloxy)-2,3-dihydrofuran
C22H5F15O2Si*
 dichloromethane

N  Param.: 8.16

sN Param.: 0.67		***Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
1-phenoxy-1-(trimethylsiloxy)ethene
C11H16O2Si*
 dichloromethane

N  Param.: 8.23

sN Param.: 0.81		*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in MeCN)
C22H26N2S*
 MeCN

N  Param.: 8.30

sN Param.: 0.84		***Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
(2-methylallyl)dicarbonyl(cyclopentadienyl)iron(II)
*
 dichloromethane

N  Param.: 8.45

sN Param.: 0.83		***Helv. Chim. Acta 2005, 88, 1754-1768
10.1002/hlca.200590137
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
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.[...]
Danishefskys diene
C8H16O2Si*
 dichloromethane

N  Param.: 8.57

sN Param.: 0.84		*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
1,2,5-trimethylpyrrole
C7H11N*
 MeCN

N  Param.: 8.69

sN Param.: 1.07		***Eur. J. Org. Chem. 2008, , 2369-2374
10.1002/ejoc.200800092
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
potassium trifluoro(1-methyl-1H-indol-5-yl)borate
C9H8BF3KN*
 MeCN

N  Param.: 8.77

sN Param.: 1.09		***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
(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
(p-bromophenyl)diazomethane
*
 dichloromethane

N  Param.: 8.87

sN Param.: 0.82		***J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
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.[...]
(trimethylsilyl)diazomethane
C4H10N2Si*
 dichloromethane

N  Param.: 8.97

sN Param.: 0.75		***Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
1-methoxy-2-methyl-1-(trimethylsiloxy)propene
C8H18O2Si*
 dichloromethane

N  Param.: 9.00

sN Param.: 0.98		*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
tetrakis(5-methyl-furan-2-yl)borate
*
 MeCN

N  Param.: 9.09

sN Param.: 1.12		***Chem. Sci. 2012, 3, 878-882
10.1039/c2sc00883a
Ph3P=CH-CHO (in MeCN)
C20H17OP*
 MeCN

N  Param.: 9.09

sN Param.: 0.74		***J. Am. Chem. Soc. 2016, 138, 11272-11281
10.1021/jacs.6b06264
1-methoxy-2-methyl-1-(trimethylsiloxy)propene (in MeCN)
*
 MeCN

N  Param.: 9.11

sN Param.: 0.88		***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
(E)-2-((1-(but-1-en-1-yl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)
C13H21N3S*
 MeCN

N  Param.: 9.23

sN Param.: 0.74		***Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
2-((2,2,5,5-tetramethyl-1-(prop-1-en-1-yl)-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)
C12H19N3S*
 MeCN

N  Param.: 9.25

sN Param.: 0.84		***Chem. Commun. 2023, 59, 8091-8084
10.1039/d3cc01912h
phenyldiazomethane
C7H6N2*
 dichloromethane

N  Param.: 9.35

sN Param.: 0.83		***Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
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
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