Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
1,2-dimethylindole![]() ![]() |
dichloromethane | N Param.: 6.54 sN Param.: 1.10 | ![]() | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
1,2-dimethylhydrazine (in MeCN)![]() ![]() |
MeCN | N Param.: 16.15 sN Param.: 0.68 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
1,2-dihydronaphthalene (in MeCN)![]() ![]() |
MeCN | N Param.: -3.30 sN Param.: 1.00 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,2-bis(trimethylsiloxy)cyclohexene![]() ![]() |
dichloromethane | N Param.: 4.46 sN Param.: 1.15 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1,2,5-trimethylpyrrole![]() ![]() |
MeCN | N Param.: 8.69 sN Param.: 1.07 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092 |
1,2,4,5-tetramethylcyclohexa-1,4-diene (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 4.27 sN Param.: 0.86 | ![]() ![]() | J. Am. Chem. Soc. 2014, 136, 13863-13873 10.1021/ja507598y |
1,2,3-trimethoxy-1,3-dioxopropan-2-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 20.08 sN Param.: 0.74 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyrimidine (TBN)![]() ![]() |
dichloromethane | N Param.: 16.15 sN Param.: 0.73 | ![]() ![]() ![]() | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 |
1,1-dimethylsilolane![]() ![]() |
dichloromethane | N Param.: -3.86 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,1-dimethylsilinane![]() ![]() |
dichloromethane | N Param.: -2.40 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,1-dimethylsiletane![]() ![]() |
dichloromethane | N Param.: -2.10 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,1-dimethylsilepane![]() ![]() |
dichloromethane | N Param.: -3.10 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,1-dimethylhydrazine (in MeCN)![]() ![]() |
MeCN | N Param.: 11.72 sN Param.: 0.73 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315 |
1,1-dimethylhydrazine (in MeCN)![]() ![]() |
MeCN | N Param.: 22.41 sN Param.: 0.45 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315 |
1,1-dimethyl-2-methylenehydrazine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 6.98 sN Param.: 0.85 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 11900-11904 10.1002/anie.201305092 |
1,1-dimethyl-2-methylenehydrazine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 19.31 sN Param.: 0.46 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 11900-11904 10.1002/anie.201305092 |
1,1-diethoxyethene![]() ![]() |
dichloromethane | N Param.: 9.81 sN Param.: 0.81 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 |
1,1-bis(trimethylsiloxy)propene![]() ![]() |
dichloromethane | N Param.: 10.38 sN Param.: 0.87 | ![]() ![]() ![]() ![]() | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 |
1,1,3,3-tetramethylguanidine![]() ![]() |
dichloromethane | N Param.: 13.58 sN Param.: 0.77 | ![]() ![]() ![]() | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 |
1,1,1,3,3-pentamethyldisiloxane![]() ![]() |
dichloromethane | N Param.: 3.12 sN Param.: 0.73 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilane![]() ![]() |
dichloromethane | N Param.: 3.61 sN Param.: 0.79 | ![]() ![]() ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1% water/99% HFIP (w/w)![]() ![]() |
water-HFIP mix | N Param.: -1.93 sN Param.: 1.09 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064 |
(Z)-phenylpropene![]() ![]() |
dichloromethane | N Param.: -1.07 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(Z)-penta-1,3-diene![]() ![]() |
dichloromethane | N Param.: 0.66 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(Z)-but-2-enyltrimethylsilane![]() ![]() |
dichloromethane | N Param.: 1.69 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(Z)-but-2-ene![]() ![]() |
dichloromethane | N Param.: -2.44 sN Param.: 1.09 | ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(Z)-2-phenyl-1-(1,3,4-triphenyl-4H-1,2,4-triazol-1-ium-5-yl)prop-1-en-1-olate (in THF)![]() ![]() |
THF | N Param.: 14.40 sN Param.: 0.66 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 |
(Z)-2-phenyl-1-(1,3,4-triphenyl-4H-1,2,4-triazol-1-ium-5-yl)prop-1-en-1-olate (in THF)![]() ![]() |
THF | N Param.: 16.73 sN Param.: 0.63 | ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 |
(Z)-1-phenyl-1-(trimethylsiloxy)propene (in MeCN)![]() ![]() |
MeCN | N Param.: 5.18 sN Param.: 0.94 | ![]() ![]() ![]() | Synthesis 2019, 51, 1157-1170 10.1055/s-0037-1611634 |
(Z)-1-(triisopropylsiloxy)propen![]() ![]() |
dichloromethane | N Param.: 3.87 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(Z)-1-(N-morpholino)propene![]() ![]() |
dichloromethane | N Param.: 12.26 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
(Z)-1-(1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in THF)![]() ![]() |
THF | N Param.: 15.92 sN Param.: 0.72 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 |
(Z)-1-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in THF)![]() ![]() |
THF | N Param.: 15.33 sN Param.: 0.79 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 |
(Z)-1-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in DMSO)![]() ![]() |
DMSO | N Param.: 14.40 sN Param.: 0.64 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 |
(Z)-1,2-diphenyl-1-(trimethylsiloxy)ethene (in MeCN)![]() ![]() |
MeCN | N Param.: 3.00 sN Param.: 0.83 | ![]() ![]() ![]() | Synthesis 2019, 51, 1157-1170 10.1055/s-0037-1611634 |
(tris(trimethylsilyl)siloxy)ethene![]() ![]() |
dichloromethane | N Param.: 4.01 sN Param.: 0.83 | ![]() ![]() ![]() | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e |
(trimethylsilyl)diazomethane![]() ![]() |
dichloromethane | N Param.: 8.97 sN Param.: 0.75 | ![]() ![]() ![]() | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 |
(triisopropylsiloxy)ethene![]() ![]() |
dichloromethane | N Param.: 3.44 sN Param.: 0.94 | ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(S,E)-5-benzyl-2,2,3-trimethyl-1-styrylimidazolidin-4-one![]() ![]() |
MeCN | N Param.: 7.20 sN Param.: 1.14 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 5739-5742 10.1002/anie.201201240 |
(S,E)-3-benzyl-1-methyl-4-styryl-1,4-diazaspiro[4.4]nonan-2-one![]() ![]() |
MeCN | N Param.: 7.92 sN Param.: 1.07 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 5739-5742 10.1002/anie.201201240 |
(S,E)-2-(diphenyl(trimethylsiloxy)methyl)-1-styrylpyrrolidine![]() ![]() |
MeCN | N Param.: 10.56 sN Param.: 1.01 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 5739-5742 10.1002/anie.201201240 |
(S)-pyrrolidin-2-ylmethanol![]() ![]() |
MeCN | N Param.: 16.74 sN Param.: 0.67 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-pyrrolidin-2-ylmethanamine![]() ![]() |
MeCN | N Param.: 17.24 sN Param.: 0.67 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-N-propylpyrrolidine-2-carboxamide![]() ![]() |
MeCN | N Param.: 15.20 sN Param.: 0.73 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-N,N-dimethylpyrrolidine-2-carboxamide![]() ![]() |
MeCN | N Param.: 17.61 sN Param.: 0.67 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-N,N-dimethyl-1-(pyrrolidin-2-yl)methanamine![]() ![]() |
MeCN | N Param.: 17.41 sN Param.: 0.68 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-diphenyl(pyrrolidin-2-yl)methanol![]() ![]() |
MeCN | N Param.: 16.18 sN Param.: 0.56 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one![]() ![]() |
MeCN | N Param.: 6.04 sN Param.: 0.92 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-4-phenyl-1-(pyrrolidin-2-ylmethyl)-1H-1,2,3-triazole![]() ![]() |
MeCN | N Param.: 15.32 sN Param.: 0.72 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-4-benzyl-1,3-oxazolidin-2-one anion (in DMSO)![]() ![]() |
DMSO | N Param.: 22.67 sN Param.: 0.54 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |