Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
2-(tris(trimethylsilyl)silyl)propene	dichloromethane	N Param.: -0.31 s_N Param.: 0.99	Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215
tetrabutylstannane	dichloromethane	N Param.: -0.30 s_N Param.: 1.07	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
(4-(tert-butyl)phenethyl)trimethylstannane	1,2-dichloroethane	N Param.: -0.30 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
2-(pentamethyldisilyl)propene	dichloromethane	N Param.: -0.26 s_N Param.: 0.95	Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215
norbornene	dichloromethane	N Param.: -0.25 s_N Param.: 1.09	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
allyltriphenylsilane	dichloromethane	N Param.: -0.13 s_N Param.: 1.21	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
5% water/95% HFIP (w/w)	water-HFIP mix	N Param.: -0.10 s_N Param.: 0.97	J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064
(1H-inden-1-yl)trimethylsilane (in CH2Cl2)	dichloromethane	N Param.: -0.10 s_N Param.: 1.05	Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385
1,4-dihydronaphthalene	dichloromethane	N Param.: -0.07 s_N Param.: 1.03	J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538
phenylacetylene	dichloromethane	N Param.: -0.04 s_N Param.: 0.77	Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055
phenylsilane	dichloromethane	N Param.: 0.06 s_N Param.: 0.71	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
2,3,3-trimethyl-but-1-ene	dichloromethane	N Param.: 0.06 s_N Param.: 1.07	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
cyclohepta-1,3-diene	dichloromethane	N Param.: 0.06 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
1-methylcyclohexene	dichloromethane	N Param.: 0.08 s_N Param.: 1.15	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
1,4-cyclohexadiene	dichloromethane	N Param.: 0.09 s_N Param.: 0.98	J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538
tetraethylplumbane (in MeCN)	MeCN	N Param.: 0.10 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
3-methylanisole	dichloromethane	N Param.: 0.13 s_N Param.: 1.27	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
2-diazoindandione	dichloromethane	N Param.: 0.16 s_N Param.: 0.86	Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005
hexylsilane	dichloromethane	N Param.: 0.19 s_N Param.: 0.73	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
(4-methoxyphenethyl)trimethylstannane	1,2-dichloroethane	N Param.: 0.20 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
(2-methylallyl)benzene	dichloromethane	N Param.: 0.25 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
7% water/93% HFIP (w/w)	water-HFIP mix	N Param.: 0.34 s_N Param.: 0.96	J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064
1,4-cyclohexadiene (in MeCN)	MeCN	N Param.: 0.35 s_N Param.: 0.98	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
2-diazobenzothiophen-3(2H)-one	dichloromethane	N Param.: 0.40 s_N Param.: 0.93	Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005
cycloheptatriene	dichloromethane	N Param.: 0.52 s_N Param.: 0.97	J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538
2,4-dimethyl-penta-1,4-diene	dichloromethane	N Param.: 0.54 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
cycloheptatriene (in MeCN)	MeCN	N Param.: 0.55 s_N Param.: 0.97	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
2-(tris(pentafluorophenyl)siloxy)-propene	dichloromethane	N Param.: 0.58 s_N Param.: 0.91	Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706
alpha-(pentamethyldisilyl)styrene	dichloromethane	N Param.: 0.61 s_N Param.: 1.01	Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215
xanthene	dichloromethane	N Param.: 0.64 s_N Param.: 0.97	J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538
2-methyl-but-2-ene	dichloromethane	N Param.: 0.65 s_N Param.: 1.17	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
2,3-dimethyl-but-1-ene	dichloromethane	N Param.: 0.65 s_N Param.: 1.00	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
(Z)-penta-1,3-diene	dichloromethane	N Param.: 0.66 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
cyclohexa-1,3-diene	dichloromethane	N Param.: 0.67 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(1S)-(-)-alpha-pinene	dichloromethane	N Param.: 0.68 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2,4,6-trimethylstyrene	dichloromethane	N Param.: 0.68 s_N Param.: 1.09	Macromolecules 2005, 38, 33-40 10.1021/ma048389o
styrene	dichloromethane	N Param.: 0.78 s_N Param.: 0.95	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
2,4,4-trimethyl-pent-1-ene	dichloromethane	N Param.: 0.79 s_N Param.: 1.07	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
chlorodimethylsilane	dichloromethane	N Param.: 0.79 s_N Param.: 0.73	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
(chloromethyl)dimethylsilane	dichloromethane	N Param.: 0.80 s_N Param.: 0.73	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
2-methyl-pent-1-ene	dichloromethane	N Param.: 0.84 s_N Param.: 1.06	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
methyl(neopentyl)(phenyl)silane	dichloromethane	N Param.: 0.87 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trimethyl(prenyl)silane	dichloromethane	N Param.: 0.90 s_N Param.: 1.17	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
10% water/90% HFIP (w/w)	water-HFIP mix	N Param.: 0.96 s_N Param.: 0.93	J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064
2-methyl-but-1-ene	dichloromethane	N Param.: 1.00 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2-methyl-buta-1,3-diene (isoprene)	dichloromethane	N Param.: 1.10 s_N Param.: 0.98	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
2-methylpropene (isobutylene)	dichloromethane	N Param.: 1.11 s_N Param.: 0.98	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
trifluoroethanol	TFE	N Param.: 1.11 s_N Param.: 0.96	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
2,5-dimethyl-hexa-1,5-diene	dichloromethane	N Param.: 1.14 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
methylenecyclohexane	dichloromethane	N Param.: 1.16 s_N Param.: 1.04	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b