Mayr's Database of Reactivity Parameters

H-Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
NaBH4 (in DMSO)
BH4-*
DMSO

N  Param.: 14.74

sN Param.: 0.81
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
KBH4 (in DMSO)
BH4-*
DMSO

N  Param.: 15.14

sN Param.: 0.77
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
Bu4NBH4 (in DMSO)
BH4-*
DMSO

N  Param.: 14.94

sN Param.: 0.79
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
NaB(OAc)3H (in DMSO)
C6H10BO6-*
DMSO

N  Param.: 14.45

sN Param.: 0.76
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
NaBH3(CN) (in DMSO)
CH3BN-*
DMSO

N  Param.: 11.52

sN Param.: 0.67
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
Hantzsch ester
C13H19NO4*
dichloromethane

N  Param.: 9.00

sN Param.: 0.90
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
N-benzyl-1,4-dihydronicotineamide
C13H14N2O*
dichloromethane

N  Param.: 8.67

sN Param.: 0.82
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
N-benzyl-1,4-dihydronicotineamide (in 90W10AN)
C13H14N2O*
water-MeCN mix

N  Param.: 11.35

sN Param.: 0.66
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
N-phenyl-1,4-dihydronicotineamide
C12H12N2O*
dichloromethane

N  Param.: 7.53

sN Param.: 0.87
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
N-(p-tolyl)-1,4-dihydronicotineamide
C13H14N2O*
dichloromethane

N  Param.: 7.68

sN Param.: 0.95
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
N-(p-anisyl)-1,4-dihydronicotineamide
C13H14N2O2*
dichloromethane

N  Param.: 8.11

sN Param.: 0.92
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
[H-B(C6F5)3]- [NEt4]+
*
MeCN

N  Param.: 10.04

sN Param.: 0.73
***Angew. Chem. Int. Ed. 2015, 54, 14508-14512
10.1002/anie.201507298
[H-B(2,4,6-F3C6H2)3]- [NEt4]+
*
MeCN

N  Param.: 14.13

sN Param.: 0.61
***Angew. Chem. Int. Ed. 2015, 54, 14508-14512
10.1002/anie.201507298
[H-B(2,6-F2C6H3)3]- [NEt4]+
*
MeCN

N  Param.: 13.97

sN Param.: 0.66
***Angew. Chem. Int. Ed. 2015, 54, 14508-14512
10.1002/anie.201507298
1,3-di-tert-butyl-2,3-dihydro-1H-1,3,2-diazaphosphole (in MeCN)
C10H21N2P*
MeCN

N  Param.: 25.54

sN Param.: 0.35
***Angew. Chem. Int. Ed. 2019, 58, 5983-5987
10.1002/anie.201901456
1,3-di-tert-butyl-2,3-dihydro-1H-benzo[d][1,3,2]diazaphosphole (in MeCN)
C14H23N2P*
MeCN

N  Param.: 20.93

sN Param.: 0.43
***Angew. Chem. Int. Ed. 2019, 58, 5983-5987
10.1002/anie.201901456
1,3-bis(2,6-diisopropylphenyl)-2,3-dihydro-1H-1,3,2-diazaphosphole (in MeCN)
C26H37N2P*
MeCN

N  Param.: 19.85

sN Param.: 0.34
***Angew. Chem. Int. Ed. 2019, 58, 5983-5987
10.1002/anie.201901456
1,3-di-tert-butyl-1,3,2-diazaphosphinane (in MeCN)
C11H25N2P*
MeCN

N  Param.: 13.46

sN Param.: 0.52
***Angew. Chem. Int. Ed. 2019, 58, 5983-5987
10.1002/anie.201901456
1,3-di-tert-butyl-1,3,2-diazaphospholidine (in MeCN)
C10H23N2P*
MeCN

N  Param.: 18.74

sN Param.: 0.47
***Angew. Chem. Int. Ed. 2019, 58, 5983-5987
10.1002/anie.201901456
1,3-dimesityl-2,3-dihydro-1H-1,3,2-diazaphosphole (in MeCN)
C20H25N2P*
MeCN

N  Param.: 17.68

sN Param.: 0.68
***Angew. Chem. Int. Ed. 2019, 58, 5983-5987
10.1002/anie.201901456