Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
2-(trimethylsiloxy)propene![]() ![]() |
dichloromethane | N Param.: 5.41 sN Param.: 0.91 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-(trimethylsilyl)furan![]() ![]() |
dichloromethane | N Param.: 2.16 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(trimethylsilyl)propene![]() ![]() |
dichloromethane | N Param.: -1.46 sN Param.: 1.05 | ![]() ![]() ![]() | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
2-(trimethylsilyl)thiophene![]() ![]() |
dichloromethane | N Param.: -0.80 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(triphenylsiloxy)propene![]() ![]() |
dichloromethane | N Param.: 4.46 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(triphenylsilyl)pyrrolidine![]() ![]() |
MeCN | N Param.: 14.00 sN Param.: 0.84 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
2-(tris(pentafluorophenyl)siloxy)-propene![]() ![]() |
dichloromethane | N Param.: 0.58 sN Param.: 0.91 | ![]() | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |
2-(tris(trimethylsilyl)siloxy)propene![]() ![]() |
dichloromethane | N Param.: 6.04 sN Param.: 0.82 | ![]() ![]() ![]() | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e |
2-(tris(trimethylsilyl)silyl)propene![]() ![]() |
dichloromethane | N Param.: -0.31 sN Param.: 0.99 | ![]() ![]() ![]() | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
2-Ac super-dmap (in MeCN)![]() ![]() |
MeCN | N Param.: 15.39 sN Param.: 0.60 | ![]() ![]() ![]() | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 |
2-aminobutan-1-ol (in DMSO)![]() ![]() |
DMSO | N Param.: 14.39 sN Param.: 0.67 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |
2-benzyl-1,1,3,3-tetramethylguanidine![]() ![]() |
dichloromethane | N Param.: 14.36 sN Param.: 0.79 | ![]() ![]() ![]() | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 |
2-benzylpyrrolidine![]() ![]() |
MeCN | N Param.: 17.43 sN Param.: 0.66 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
2-Bn super-dmap (in MeCN)![]() ![]() |
MeCN | N Param.: 17.69 sN Param.: 0.57 | ![]() ![]() ![]() | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 |
2-Bz super-dmap (in MeCN)![]() ![]() |
MeCN | N Param.: 14.19 sN Param.: 0.67 | ![]() ![]() ![]() | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 |
2-chloro-1,3-diethoxy-1,3-dioxopropan-2-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 18.19 sN Param.: 0.74 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
2-chloropropene![]() ![]() |
dichloromethane | N Param.: -3.65 sN Param.: 1.97 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2-cyclopropylpropene![]() ![]() |
dichloromethane | N Param.: 2.60 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-diazo-1-benzosuberone![]() ![]() |
dichloromethane | N Param.: 2.72 sN Param.: 0.96 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 |
2-diazo-1-tetralone![]() ![]() |
dichloromethane | N Param.: 3.51 sN Param.: 0.86 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 |
2-diazobenzothiophen-3(2H)-one![]() ![]() |
dichloromethane | N Param.: 0.40 sN Param.: 0.93 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 |
2-diazocyclohexanone![]() ![]() |
dichloromethane | N Param.: 3.44 sN Param.: 0.83 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 |
2-diazoindan-1-one![]() ![]() |
dichloromethane | N Param.: 5.61 sN Param.: 0.65 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 |
2-diazoindandione![]() ![]() |
dichloromethane | N Param.: 0.16 sN Param.: 0.86 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 |
2-Et super-dmap (in MeCN)![]() ![]() |
MeCN | N Param.: 16.81 sN Param.: 0.60 | ![]() ![]() ![]() | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 |
2-ethoxy-1-fluoro-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 20.51 sN Param.: 0.64 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
2-ethoxy-1-methoxy-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 19.15 sN Param.: 0.59 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
2-ethoxy-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 18.81 sN Param.: 0.59 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
2-ethoxy-2-oxo-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 26.71 sN Param.: 0.37 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
2-ethyl-4,5-dimethyl-1,3-dioxolane (anti)![]() ![]() |
dichloromethane | N Param.: -2.90 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
2-ethyl-4,5-dimethyl-1,3-dioxolane (syn)![]() ![]() |
dichloromethane | N Param.: -2.40 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
2-fluoro-2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)![]() ![]() |
DMSO | N Param.: 19.03 sN Param.: 0.58 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
2-formyl-imidazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 16.06 sN Param.: 0.68 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
2-formyl-imidazole anion (in water)![]() ![]() |
water | N Param.: 11.07 sN Param.: 0.50 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
2-isopropyl-4,5-dimethyl-1,3-dioxolane (ani)![]() ![]() |
dichloromethane | N Param.: -4.10 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
2-isopropyl-4,5-dimethyl-1,3-dioxolane (syn)![]() ![]() |
dichloromethane | N Param.: -3.50 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
2-Me super-dmap (in MeCN)![]() ![]() |
MeCN | N Param.: 16.65 sN Param.: 0.58 | ![]() ![]() ![]() | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 |
2-methoxy-2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)![]() ![]() |
DMSO | N Param.: 17.36 sN Param.: 0.71 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
2-methyl-1,3-dioxolane![]() ![]() |
dichloromethane | N Param.: -3.30 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
2-methyl-1,4,5,6-tetrahydropyrimidine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 15.21 sN Param.: 0.69 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
2-methyl-1,4,5,6-tetrahydropyrimidine (in DMSO)![]() ![]() |
DMSO | N Param.: 14.58 sN Param.: 0.79 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
2-methyl-1,4,5,6-tetrahydropyrimidine (in MeCN)![]() ![]() |
MeCN | N Param.: 14.43 sN Param.: 0.79 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
2-methyl-1-(trimethylsiloxy)propen![]() ![]() |
dichloromethane | N Param.: 3.94 sN Param.: 1.00 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methyl-4,5-dihydro-1,3-oxazole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 9.81 sN Param.: 0.77 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
2-methyl-4,5-dihydro-1H-imidazole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 12.92 sN Param.: 0.77 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
2-methyl-4,5-dihydro-3H-pyrrole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.12 sN Param.: 0.69 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
2-methyl-4,5-dihydrothiazole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 10.20 sN Param.: 0.71 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
2-methyl-benzimidazole (in DMSO)![]() ![]() |
DMSO | N Param.: 10.02 sN Param.: 0.85 | ![]() ![]() ![]() | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
2-methyl-but-1-ene![]() ![]() |
dichloromethane | N Param.: 1.00 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-methyl-but-2-ene![]() ![]() |
dichloromethane | N Param.: 0.65 sN Param.: 1.17 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |