Mayr's Database of Reactivity Parameters

Aliphatic amines

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
trimethylamine (in MeCN)
*
MeCN

N  Param.: 23.05

sN Param.: 0.45
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
N-methyl-pyrrolidine (in CH2Cl2)
*
dichloromethane

N  Param.: 20.60

sN Param.: 0.52
*J. Phys. Org. Chem. 2010, 23, 1029-1035
10.1002/poc.1707
N-methyl-pyrrolidine (in MeCN)
*
MeCN

N  Param.: 20.59

sN Param.: 0.52
***J. Phys. Org. Chem. 2010, 23, 1029-1035
10.1002/poc.1707
quinuclidine (in MeCN)
C7H13N*
MeCN

N  Param.: 20.54

sN Param.: 0.60
***Angew. Chem. Int. Ed. 2007, 46, 6176-6179
10.1002/anie.200701489
prolinate (in MeCN)
C5H8NO2-*
MeCN

N  Param.: 19.95

sN Param.: 0.68
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
N-methyl-piperidine (in CH2Cl2)
*
dichloromethane

N  Param.: 18.90

sN Param.: 0.52
*J. Phys. Org. Chem. 2010, 23, 1029-1035
10.1002/poc.1707
DABCO (in MeCN)
C6H12N2*
MeCN

N  Param.: 18.80

sN Param.: 0.70
***Angew. Chem. Int. Ed. 2007, 46, 6176-6179
10.1002/anie.200701489
N-methyl-piperidine (in MeCN)
*
MeCN

N  Param.: 18.72

sN Param.: 0.52
***J. Phys. Org. Chem. 2010, 23, 1029-1035
10.1002/poc.1707
pyrrolidine (inMeCN)
C4H9N*
MeCN

N  Param.: 18.58

sN Param.: 0.61
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-1-(pyrrolidin-2-ylmethyl)pyrrolidine
C9H18N2*
MeCN

N  Param.: 18.33

sN Param.: 0.64
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877