Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
3% water/97% HFIP (w/w)	water-HFIP mix	N Param.: -1.19 s_N Param.: 1.08	J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064
trimethyl(3-(trimethylplumbyl)propyl)silane (in MeCN)	MeCN	N Param.: -1.20 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
dimethyl diazomalonate	dichloromethane	N Param.: -1.24 s_N Param.: 0.81	J. Am. Chem. Soc. 2023, 145, 7416-7434 10.1021/jacs.2c13872
2-(trimethylsilyl)propene	dichloromethane	N Param.: -1.46 s_N Param.: 1.05	Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215
cyclopentene	dichloromethane	N Param.: -1.55 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2% water/98% HFIP (w/w)	water-HFIP mix	N Param.: -1.62 s_N Param.: 1.10	J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064
1,3-bis(trimethylstannyl)propane (in MeCN)	MeCN	N Param.: -1.70 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
triethoxysilane	dichloromethane	N Param.: -1.80 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
(4-chlorophenethyl)trimethylstannane	1,2-dichloroethane	N Param.: -1.80 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tetraethylstannane (in 1,2-DCE)	1,2-dichloroethane	N Param.: -1.90 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
1% water/99% HFIP (w/w)	water-HFIP mix	N Param.: -1.93 s_N Param.: 1.09	J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064
1,1-dimethylsiletane	dichloromethane	N Param.: -2.10 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
bis(4-methoxyphenyl)methane (in CH2Cl2)	dichloromethane	N Param.: -2.11 s_N Param.: 0.98	J. Am. Chem. Soc. 2014, 136, 13863-13873 10.1021/ja507598y
1,1-dimethylsilinane	dichloromethane	N Param.: -2.40 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tetraethylstannane (in MeCN)	MeCN	N Param.: -2.40 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trimethyl(3-(trimethylstannyl)propyl)germane (in MeCN)	MeCN	N Param.: -2.40 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
4,5-dimethyl-1,3-dioxolane (anti)	dichloromethane	N Param.: -2.40 s_N 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 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
propene	dichloromethane	N Param.: -2.41 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(Z)-but-2-ene	dichloromethane	N Param.: -2.44 s_N Param.: 1.09	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
(E)-but-2-ene	dichloromethane	N Param.: -2.45 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2,4,5-trimethyl-1,3-dioxolane (syn)	dichloromethane	N Param.: -2.50 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
1,4-dihydronaphthalene (in MeCN)	MeCN	N Param.: -2.50 s_N Param.: 1.00	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
isopropanol (in aq. sulfuric acid)	water	N Param.: -2.60 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
4,5-dimethyl-2-vinyl-1,3-dioxolane	dichloromethane	N Param.: -2.60 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
1-hexene	dichloromethane	N Param.: -2.77 s_N Param.: 1.41	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
p-cymene	dichloromethane	N Param.: -2.80 s_N Param.: 0.97	J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538
1,3-dioxolane	dichloromethane	N Param.: -2.86 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
2-ethyl-4,5-dimethyl-1,3-dioxolane (anti)	dichloromethane	N Param.: -2.90 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
3,3,3-trifluoro-2-(trimethylsiloxy)propene	dichloromethane	N Param.: -2.94 s_N Param.: 1.11	Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w
1,4-pentadiene	dichloromethane	N Param.: -2.99 s_N Param.: 0.97	J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538
2,4,5-trimethyl-1,3-dioxolane (anti)	dichloromethane	N Param.: -3.00 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
3-methyl-1,4-pentadiene	dichloromethane	N Param.: -3.08 s_N Param.: 0.97	J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538
1,1-dimethylsilepane	dichloromethane	N Param.: -3.10 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
dichloro(methyl)silane	dichloromethane	N Param.: -3.20 s_N Param.: 0.73	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
2-methyl-1,3-dioxolane	dichloromethane	N Param.: -3.30 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tris(4-(dimethylamino)phenyl)methane (in MeCN)	MeCN	N Param.: -3.30 s_N Param.: 0.82	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
1,2-dihydronaphthalene (in MeCN)	MeCN	N Param.: -3.30 s_N Param.: 1.00	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trimethyl(3-(trimethylstannyl)propyl)silane (in MeCN)	MeCN	N Param.: -3.40 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
1,3-bis(trimethylgermyl)propane (in MeCN)	MeCN	N Param.: -3.40 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trimethyl(phenethyl)silane	dichloromethane	N Param.: -3.50 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tetrahydrofuran (in dichloromethane)	dichloromethane	N Param.: -3.50 s_N 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 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
(3,3,4,4,5,5,6,6,7,7,7-undecafluoro)-2-(trimethylsiloxy)hept-1-ene	dichloromethane	N Param.: -3.52 s_N Param.: 1.17	Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w
m-xylene	dichloromethane	N Param.: -3.57 s_N Param.: 2.08	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
tri-p-tolylmethane	dichloromethane	N Param.: -3.62 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
2-chloropropene	dichloromethane	N Param.: -3.65 s_N Param.: 1.97	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
1,3-dioxepane	dichloromethane	N Param.: -3.80 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
1,1-dimethylsilolane	dichloromethane	N Param.: -3.86 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
(4,4-dimethylpentyl)trimethylstannane	dichloromethane/MeCN mix	N Param.: -3.90 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
2-isopropyl-4,5-dimethyl-1,3-dioxolane (ani)	dichloromethane	N Param.: -4.10 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
allylbenzene	dichloromethane	N Param.: -4.12 s_N Param.: 0.97	J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538
bis(4-(dimethylamino)phenyl)phenylmethane (in MeCN)	MeCN	N Param.: -4.20 s_N Param.: 0.82	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
triphenylmethane	dichloromethane	N Param.: -4.27 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
toluene	dichloromethane	N Param.: -4.36 s_N Param.: 1.77	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
1,6-bis(trimethylsilyl)hexane	dichloromethane	N Param.: -4.70 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tetraethylgermane (in MeCN)	MeCN	N Param.: -4.70 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trimethyl(3-(trimethylgermyl)propyl)silane (in MeCN)	MeCN	N Param.: -4.80 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
dimethoxymethane	dichloromethane	N Param.: -4.90 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
diethylether (in dichloromethane)	dichloromethane	N Param.: -5.10 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tris(4-methoxyphenyl)methane (in MeCN)	MeCN	N Param.: -5.18 s_N Param.: 0.82	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
1,3-bis(trimethylsilyl)propane	dichloromethane/MeCN mix	N Param.: -5.30 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
butyltrimethylsilane	dichloromethane	N Param.: -5.40 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
(2,2-diphenylethyl)diethyl(methyl)silane	dichloromethane	N Param.: -6.40 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tetraethylsilane	MeCN	N Param.: -6.50 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
bis(4-methoxyphenyl)phenylmethane (in MeCN)	MeCN	N Param.: -7.00 s_N Param.: 0.82	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tri-p-tolylmethane (in MeCN)	MeCN	N Param.: -8.80 s_N Param.: 0.82	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839