Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
potassium (1-(tert-butoxycarbonyl)-1H-indol-3-yl)trifluoroborate	MeCN	N Param.: 4.06 s_N Param.: 0.79	J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655
potassium (1-(tert-butoxycarbonyl)-1H-indol-2-yl)trifluoroborate	MeCN	N Param.: 6.46 s_N Param.: 0.96	J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655
piperidine (in water)	water	N Param.: 18.13 s_N Param.: 0.44	J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z
piperidine (in MeCN)	MeCN	N Param.: 17.35 s_N Param.: 0.68	Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925
piperidine (in DMSO)	DMSO	N Param.: 17.19 s_N Param.: 0.71	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
piperidine (in 91M9AN)	MeOH-MeCN mix	N Param.: 15.63 s_N Param.: 0.64	Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542
piperidin-1-yl dithiocarbamate (in MeCN)	MeCN	N Param.: 23.84 s_N Param.: 0.57	Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j
piperazine (in water)	water	N Param.: 17.22 s_N Param.: 0.50	J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z
phthalimidoperoxyhexanoate (in H2O)	water	N Param.: 16.02 s_N Param.: 0.54	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086
phthalimide anion (in DMSO)	DMSO	N Param.: 15.52 s_N Param.: 0.67	J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883
phenylsulfinate (in MeCN)	MeCN	N Param.: 20.11 s_N Param.: 0.59	J. Am. Chem. Soc. 2010, 132, 4796-4805 10.1021/ja9102056
phenylsulfinate (in DMSO)	DMSO	N Param.: 19.60 s_N Param.: 0.60	J. Am. Chem. Soc. 2010, 132, 4796-4805 10.1021/ja9102056
phenylsulfinate (in 50W50AN)	water-MeCN mix	N Param.: 13.75 s_N Param.: 0.68	J. Am. Chem. Soc. 2010, 132, 4796-4805 10.1021/ja9102056
phenylsilane	dichloromethane	N Param.: 0.06 s_N Param.: 0.71	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
phenyldiazomethane	dichloromethane	N Param.: 9.35 s_N Param.: 0.83	Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913
phenylalanine (anionic, in water)	water	N Param.: 14.12 s_N Param.: 0.53	Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h
phenylacetylene	dichloromethane	N Param.: -0.04 s_N Param.: 0.77	Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055
phenolate (in MeCN)	MeCN	N Param.: 18.53 s_N Param.: 0.85	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
phenolate (in DMSO)	DMSO	N Param.: 19.86 s_N Param.: 0.71	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
phenolate (in DMF)	DMF	N Param.: 18.86 s_N Param.: 0.89	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485