Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
phenylsulfinate (in MeCN)![]() ![]() |
MeCN | N Param.: 20.11 sN Param.: 0.59 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 4796-4805 10.1021/ja9102056 |
phenylsulfinate (in DMSO)![]() ![]() |
DMSO | N Param.: 19.60 sN Param.: 0.60 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 4796-4805 10.1021/ja9102056 |
phenylsulfinate (in 50W50AN)![]() ![]() |
water-MeCN mix | N Param.: 13.75 sN Param.: 0.68 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 4796-4805 10.1021/ja9102056 |
phenylsilane![]() ![]() |
dichloromethane | N Param.: 0.06 sN Param.: 0.71 | ![]() ![]() ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
phenyldiazomethane![]() ![]() |
dichloromethane | N Param.: 9.35 sN Param.: 0.83 | ![]() ![]() ![]() | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 |
phenylalanine (anionic, in water)![]() ![]() |
water | N Param.: 14.12 sN Param.: 0.53 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
phenylacetylene![]() ![]() |
dichloromethane | N Param.: -0.04 sN Param.: 0.77 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 |
phenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 18.53 sN Param.: 0.85 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
phenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 19.86 sN Param.: 0.71 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
phenolate (in DMF)![]() ![]() |
DMF | N Param.: 18.86 sN Param.: 0.89 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
Ph3P=CH-COPh![]() ![]() |
dichloromethane | N Param.: 9.54 sN Param.: 0.97 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
Ph3P=CH-CO2Et (in DMSO)![]() ![]() |
DMSO | N Param.: 12.21 sN Param.: 0.62 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
Ph3P=CH-CO2Et![]() ![]() |
dichloromethane | N Param.: 12.79 sN Param.: 0.77 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
Ph3P=CH-CN![]() ![]() |
dichloromethane | N Param.: 12.29 sN Param.: 0.75 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
Ph3P=CH-CHO (in MeCN)![]() ![]() |
MeCN | N Param.: 9.09 sN Param.: 0.74 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2016, 138, 11272-11281 10.1021/jacs.6b06264 |
Ph3P=CH-C(O)Me (in MeCN)![]() ![]() |
MeCN | N Param.: 10.27 sN Param.: 0.83 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2016, 138, 11272-11281 10.1021/jacs.6b06264 |
Ph3P=C(CH3)-CO2Et![]() ![]() |
dichloromethane | N Param.: 13.09 sN Param.: 0.73 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
Ph2P(O)CH(-)CO2Et (in DMSO)![]() ![]() |
DMSO | N Param.: 19.20 sN Param.: 0.69 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
Ph2P(O)CH(-)CN (in DMSO)![]() ![]() |
DMSO | N Param.: 18.69 sN Param.: 0.72 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
peroxybenzoate (in H2O)![]() ![]() |
water | N Param.: 18.57 sN Param.: 0.43 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 |
peroxy-GABA![]() ![]() |
water | N Param.: 14.33 sN Param.: 0.57 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2018, , 6010-6017 10.1002/ejoc.201801158 |
peroxy-beta-alanate![]() ![]() |
water | N Param.: 14.07 sN Param.: 0.56 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2018, , 6010-6017 10.1002/ejoc.201801158 |
peroxomonosulfate (in water)![]() ![]() |
water | N Param.: 14.41 sN Param.: 0.60 | ![]() ![]() ![]() | Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...] |
perhydroazepine (in water)![]() ![]() |
water | N Param.: 18.29 sN Param.: 0.46 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
p-tosylmethyl isocyanide (TosMIC)![]() ![]() |
dichloromethane | N Param.: 3.50 sN Param.: 0.76 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 |
p-toluidine (in water)![]() ![]() |
water | N Param.: 13.00 sN Param.: 0.79 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
p-toluidine (in MeCN)![]() ![]() |
MeCN | N Param.: 13.19 sN Param.: 0.69 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
p-toluenesulfonamide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 17.14 sN Param.: 0.60 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
p-nitrophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 14.32 sN Param.: 0.77 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-nitrobenzoate (in MeCN)![]() ![]() |
MeCN | N Param.: 15.30 sN Param.: 0.76 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 |
p-nitrobenzoate (in acetone)![]() ![]() |
acetone | N Param.: 18.74 sN Param.: 0.68 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 |
p-methylphenolate (in H2O)![]() ![]() |
water | N Param.: 14.30 sN Param.: 0.55 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-methylphenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 19.08 sN Param.: 0.87 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-methylphenolate (in DMF)![]() ![]() |
DMF | N Param.: 19.65 sN Param.: 0.85 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-methoxyphenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 20.62 sN Param.: 0.69 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-methoxyphenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 20.09 sN Param.: 0.80 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-methoxyphenolate (in DMF)![]() ![]() |
DMF | N Param.: 19.90 sN Param.: 0.82 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-cymene![]() ![]() |
dichloromethane | N Param.: -2.80 sN Param.: 0.97 | ![]() | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
p-cyanophenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 19.58 sN Param.: 0.59 | ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-cyanophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 18.78 sN Param.: 0.57 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-cyanophenolate (in DMF)![]() ![]() |
DMF | N Param.: 17.85 sN Param.: 0.71 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-chlorophenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 18.32 sN Param.: 0.82 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-chlorophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 20.34 sN Param.: 0.64 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-chlorophenolate (in DMF)![]() ![]() |
DMF | N Param.: 19.67 sN Param.: 0.72 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-(trifluoromethyl)phenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 21.69 sN Param.: 0.53 | ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-(trifluoromethyl)phenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 18.98 sN Param.: 0.63 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-(trifluoromethyl)phenolate (in DMF)![]() ![]() |
DMF | N Param.: 22.05 sN Param.: 0.53 | ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-(tert-butyl)phenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 21.70 sN Param.: 0.58 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-(tert-butyl)phenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 19.67 sN Param.: 0.79 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-(tert-butyl)phenolate (in DMF)![]() ![]() |
DMF | N Param.: 19.90 sN Param.: 0.80 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |