Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
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% 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
bromoborane-triethylamine-complex	dichloromethane	N Param.: 7.49 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
borane-trimethylamine-complex	dichloromethane	N Param.: 7.97 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
borane-N,N-diethylaniline-complex	dichloromethane	N Param.: 8.53 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
borane-N-ethyl-N-isopropylaniline-complex	dichloromethane	N Param.: 9.12 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
borane-N,N-diisopropylaniline-complex	dichloromethane	N Param.: 8.84 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
borane-2,6-lutidine-complex	dichloromethane	N Param.: 10.33 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
borane-pyridine-complex	dichloromethane	N Param.: 10.01 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
borane-4-tBu-pyridine-complex	dichloromethane	N Param.: 10.46 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
borane-4-methoxypyridine-complex	dichloromethane	N Param.: 11.01 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
borane-DMAP-complex	dichloromethane	N Param.: 12.44 s_N Param.: 0.76	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
HMo(Cp)(CO)3	dichloromethane	N Param.: 4.88 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
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
(3-chlorobenzyl)dimethylsilane	dichloromethane	N Param.: 1.30 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
1-methylsiletane	dichloromethane	N Param.: 2.30 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
1-methylsilolane	dichloromethane	N Param.: 2.20 s_N Param.: 0.75	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
dimethyl(propoxy)silane	dichloromethane	N Param.: 2.40 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
triethylgermane	dichloromethane	N Param.: 4.00 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tetrahydroborate ion (in water)	water	N Param.: 12.10 s_N Param.: 0.79	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
cyanoborate ion (in water)	water	N Param.: 9.99 s_N Param.: 0.54	Org. Biomol. Chem. 2023, 21, 85-88 10.1039/D2OB02041F
tetraethylsilane	MeCN	N Param.: -6.50 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
trimethyl(phenethyl)silane	dichloromethane	N Param.: -3.50 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
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
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
1,1-dimethylsiletane	dichloromethane	N Param.: -2.10 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
1,1-dimethylsilepane	dichloromethane	N Param.: -3.10 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
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
tetrapropylstannane (in 1,2-DCE)	1,2-dichloroethane	N Param.: -0.50 s_N Param.: 1.13	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tetra-sec.butylstannane (in 1,2-DCE)	1,2-dichloroethane	N Param.: -1.10 s_N Param.: 1.15	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
trimethyl(phenethyl)stannane	1,2-dichloroethane	N Param.: -1.10 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
(2-([1,1'-biphenyl]-4-yl)ethyl)trimethylstannane	1,2-dichloroethane	N Param.: -0.80 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trimethyl(4-methylphenethyl)stannane	1,2-dichloroethane	N Param.: -0.50 s_N Param.: 1.10	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
(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
tetraethylgermane (in MeCN)	MeCN	N Param.: -4.70 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tetraethylplumbane (in MeCN)	MeCN	N Param.: 0.10 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
diethylmercury (in MeCN)	MeCN	N Param.: -0.70 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
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(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
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
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
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(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
trimethyl(3-(trimethylplumbyl)propyl)germane (in MeCN)	MeCN	N Param.: -1.00 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
HW(CO)3(C5H4CO2Me)	dichloromethane	N Param.: -0.90 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
HMn(CO)5	dichloromethane	N Param.: 1.50 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
HCr(CO)3Cp*	dichloromethane	N Param.: 1.60 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
HW(CO)3Cp	dichloromethane	N Param.: 1.70 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
cis-HMn(PCy3)(CO)4	dichloromethane	N Param.: 2.20 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
cis-HMn(PPh3)(CO)4	dichloromethane	N Param.: 2.30 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
HW(CO)3(C5H4Me)	dichloromethane	N Param.: 2.40 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
HW(CO)3Cp*	dichloromethane	N Param.: 3.50 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
HW(CO)3(indenyl)	dichloromethane	N Param.: 3.50 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
HRe(CO)5	dichloromethane	N Param.: 3.50 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
cis-HRe(PPh3)(CO)4	dichloromethane	N Param.: 4.50 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
HW(NO)2Cp	dichloromethane	N Param.: 4.70 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trans-HMo(CO)2(PCy3)Cp	dichloromethane	N Param.: 6.50 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trans-HMo(CO)2(PPh3)Cp	dichloromethane	N Param.: 6.60 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trans-HMo(CO)2(PMe3)Cp	dichloromethane	N Param.: 7.80 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
HMo(CO)3Cp*	dichloromethane	N Param.: 4.30 s_N Param.: 0.77	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
HOs(CO)2Cp*	dichloromethane	N Param.: 5.20 s_N Param.: 0.95	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
HRu(CO)2Cp*	dichloromethane	N Param.: 8.00 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
HFe(CO)2Cp*	dichloromethane	N Param.: 8.20 s_N Param.: 0.69	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
tetrahydrofuran (in dichloromethane)	dichloromethane	N Param.: -3.50 s_N Param.: 0.80	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
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
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
2,4,5-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
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
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
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
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
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
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
1,3-dioxepane	dichloromethane	N Param.: -3.80 s_N Param.: 0.80	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
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
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
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
10-methyl-9,10-dihydroacridine (in MeCN)	MeCN	N Param.: 4.00 s_N Param.: 0.70	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
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
2-methyl-4,5-dihydro-1H-imidazole (in CH2Cl2)	dichloromethane	N Param.: 12.92 s_N Param.: 0.77	Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213
2-phenyl-4,5-dihydro-1H-imidazole (in CH2Cl2)	dichloromethane	N Param.: 12.31 s_N Param.: 0.77	Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213
1-(2-methyl-4,5-dihydro-1H-imidazol-1-yl)ethanone (in CH2Cl2)	dichloromethane	N Param.: 10.03 s_N Param.: 0.75	Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213
1-benzyl-2-phenyl-4,5-dihydro-1H-imidazole (in CH2Cl2)	dichloromethane	N Param.: 13.11 s_N Param.: 0.83	Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213
2-methyl-4,5-dihydrothiazole (in CH2Cl2)	dichloromethane	N Param.: 10.20 s_N Param.: 0.71	Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213
2-methyl-4,5-dihydro-1,3-oxazole (in CH2Cl2)	dichloromethane	N Param.: 9.81 s_N Param.: 0.77	Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213
2-methyl-4,5-dihydro-3H-pyrrole (in CH2Cl2)	dichloromethane	N Param.: 13.12 s_N Param.: 0.69	Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213
2-methyl-1,4,5,6-tetrahydropyrimidine (in CH2Cl2)	dichloromethane	N Param.: 15.21 s_N Param.: 0.69	Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213
2-methyl-1,4,5,6-tetrahydropyrimidine (in MeCN)	MeCN	N Param.: 14.43 s_N Param.: 0.79	Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213
2-methyl-1,4,5,6-tetrahydropyrimidine (in DMSO)	DMSO	N Param.: 14.58 s_N Param.: 0.79	Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213