C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
2-(tributylstannyl)furan![]() ![]() |
dichloromethane | N Param.: 3.63 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(tributylstannyl)thiophene![]() ![]() |
dichloromethane | N Param.: 1.53 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(triethylsilyl)furan![]() ![]() |
dichloromethane | N Param.: 2.20 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(triisopropylsiloxy)propene![]() ![]() |
dichloromethane | N Param.: 5.38 sN Param.: 0.85 | ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-(trimethylsiloxy)-5,6-dihydro-4H-pyran![]() ![]() |
dichloromethane | N Param.: 10.61 sN Param.: 0.86 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-(trimethylsiloxy)-5,6-dihydro-4H-pyran (in MeCN)![]() ![]() |
MeCN | N Param.: 10.52 sN Param.: 0.78 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
2-(trimethylsiloxy)buta-1,3-diene![]() ![]() |
dichloromethane | N Param.: 4.83 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(trimethylsiloxy)furan![]() ![]() |
dichloromethane | N Param.: 7.22 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
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-(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-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-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-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-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-(trimethylsiloxy)propen![]() ![]() |
dichloromethane | N Param.: 3.94 sN Param.: 1.00 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
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 |
2-methyl-buta-1,3-diene (isoprene)![]() ![]() |
dichloromethane | N Param.: 1.10 sN Param.: 0.98 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methyl-pent-1-ene![]() ![]() |
dichloromethane | N Param.: 0.84 sN Param.: 1.06 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2-methylfuran![]() ![]() |
dichloromethane | N Param.: 3.61 sN Param.: 1.11 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methylindole![]() ![]() |
MeCN | N Param.: 6.91 sN Param.: 1.10 | ![]() | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
2-methylpropene (isobutylene)![]() ![]() |
dichloromethane | N Param.: 1.11 sN Param.: 0.98 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methylthiophene![]() ![]() |
dichloromethane | N Param.: 1.35 sN Param.: 0.99 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2-oxo-1-(pyridin-1-ium-1-yl)propan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 20.24 sN Param.: 0.60 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
2-oxo-2-phenyl-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 19.46 sN Param.: 0.58 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
2-oxo-2-phenyl-1-(quinolin-1-ium-1-yl)ethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 19.38 sN Param.: 0.50 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
2-PhCH(-)CO2Et (in DMSO)![]() ![]() |
DMSO | N Param.: 27.54 sN Param.: 0.57 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 |
2-phenyl-4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6![]() ![]() |
dichloromethane | N Param.: 1.33 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-phenyl-allyltrimethylsilane![]() ![]() |
dichloromethane | N Param.: 5.38 sN Param.: 0.89 | ![]() ![]() ![]() | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
2-thiobarbiturate anion (in DMSO)![]() ![]() |
DMSO | N Param.: 14.24 sN Param.: 0.82 | ![]() ![]() ![]() | J. Org. Chem. 2017, 82, 8476-8488 10.1021/acs.joc.7b01223 |
2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)![]() ![]() |
DMSO | N Param.: 16.06 sN Param.: 0.69 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
3,3,3-trifluoro-2-(trimethylsiloxy)propene![]() ![]() |
dichloromethane | N Param.: -2.94 sN Param.: 1.11 | ![]() ![]() ![]() | Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w |
3,3-dimethyl-2-(trimethylsiloxy)buten![]() ![]() |
dichloromethane | N Param.: 3.78 sN Param.: 0.79 | ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |