Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran	dichloromethane	N Param.: 1.89 s_N Param.: 1.27	Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329
1,4-dimethylcyclohexa-1,4-diene (in CH2Cl2)	dichloromethane	N Param.: 1.88 s_N Param.: 0.96	J. Am. Chem. Soc. 2014, 136, 13863-13873 10.1021/ja507598y
8-(benzyloxy)-2,2-di-tert-butyl-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3,2]dioxasiline	dichloromethane	N Param.: 1.85 s_N Param.: 1.28	Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329
(5-methyl-furan-2-yl) MIDA boronate	MeCN	N Param.: 1.84 s_N Param.: 1.26	Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a
allyl-tert.butyl-dimethylsilane	dichloromethane	N Param.: 1.80 s_N Param.: 0.95	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
3-(trimethylsilyl)cyclopentene	dichloromethane	N Param.: 1.77 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran	dichloromethane	N Param.: 1.75 s_N Param.: 1.37	Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329
2-(acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate	dichloromethane	N Param.: 1.72 s_N Param.: 1.24	Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329
1-methyl-4-vinyl-benzene	dichloromethane	N Param.: 1.70 s_N Param.: 1.06	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
HW(CO)3Cp	dichloromethane	N Param.: 1.70 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
methylenecyclopentadecane	dichloromethane	N Param.: 1.69 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(Z)-but-2-enyltrimethylsilane	dichloromethane	N Param.: 1.69 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2,6-dimethyl-hepta-1,6-diene	dichloromethane	N Param.: 1.69 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
allyltrimethylsilane	dichloromethane	N Param.: 1.68 s_N Param.: 1.00	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
tert-butyl indole-1-carboxylate	MeCN	N Param.: 1.68 s_N Param.: 1.26	J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655
methylenecyclobutane	dichloromethane	N Param.: 1.65 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
30% water/70% HFIP (w/w)	water-HFIP mix	N Param.: 1.65 s_N Param.: 0.96	J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064
HCr(CO)3Cp*	dichloromethane	N Param.: 1.60 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
2,7-dimethylocta-1,7-diene	dichloromethane	N Param.: 1.58 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2-(tributylstannyl)thiophene	dichloromethane	N Param.: 1.53 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c