Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
O-DHPB (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.31 sN Param.: 0.69 | Angew. Chem. Int. Ed. 2025, 64, e202514865 10.1002/anie.202514865 | |
O-HyperBTM (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.01 sN Param.: 0.73 | Angew. Chem. Int. Ed. 2025, 64, e202514865 10.1002/anie.202514865 | |
Te-BTM (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 14.62 sN Param.: 0.66 | Angew. Chem. Int. Ed. 2025, 64, e202514865 10.1002/anie.202514865 | |
Se-DHPB (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 15.16 sN Param.: 0.66 | Angew. Chem. Int. Ed. 2025, 64, e202514865 10.1002/anie.202514865 | |
Se-tetramisole (Se-TM) (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 15.26 sN Param.: 0.60 | Angew. Chem. Int. Ed. 2025, 64, e202514865 10.1002/anie.202514865 | |
Se-BTM (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 14.27 sN Param.: 0.63 | Angew. Chem. Int. Ed. 2025, 64, e202514865 10.1002/anie.202514865 | |
Se-HBTM (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 14.42 sN Param.: 0.67 | Angew. Chem. Int. Ed. 2025, 64, e202514865 10.1002/anie.202514865 | |
Se-HyperBTM (in DCM)![]() ![]() |
dichloromethane | N Param.: 16.11 sN Param.: 0.58 | Angew. Chem. Int. Ed. 2025, 64, e202514865 10.1002/anie.202514865 | |
Se-HyperBTM (in MeCN)![]() ![]() |
MeCN | N Param.: 15.84 sN Param.: 0.57 | Angew. Chem. Int. Ed. 2025, 64, e202514865 10.1002/anie.202514865 | |
Se-HyperBTM (in THF)![]() ![]() |
THF | N Param.: 14.19 sN Param.: 0.77 | Angew. Chem. Int. Ed. 2025, 64, e202514865 10.1002/anie.202514865 | |
Te-DHPB (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 16.63 sN Param.: 0.65 | Angew. Chem. Int. Ed. 2025, 64, e202514865 10.1002/anie.202514865 | |
tetramisole (TM) (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.86 sN Param.: 0.68 | Angew. Chem. Int. Ed. 2025, 64, e202514865 10.1002/anie.202514865 | |
BTM (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.06 sN Param.: 0.73 | Angew. Chem. Int. Ed. 2025, 64, e202514865 10.1002/anie.202514865 | |
7-F-BTM (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.46 sN Param.: 0.66 | Angew. Chem. Int. Ed. 2025, 64, e202514865 10.1002/anie.202514865 | |
7-MeO-BTM (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.15 sN Param.: 0.75 | Angew. Chem. Int. Ed. 2025, 64, e202514865 10.1002/anie.202514865 | |
2,3-dihydrofuran (in MeCN)![]() ![]() |
MeCN | N Param.: 5.02 sN Param.: 0.63 | Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329 | |
5-methyl-2,3-dihydrofuran (in MeCN)![]() ![]() |
MeCN | N Param.: 7.65 sN Param.: 0.86 | Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329 | |
(4,5-dihydrofuran-2-yl)trimethylsilane (in MeCN)![]() ![]() |
MeCN | N Param.: 4.23 sN Param.: 0.90 | Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329 | |
3,4-dihydro-2H-pyran (in MeCN)![]() ![]() |
MeCN | N Param.: 2.98 sN Param.: 0.72 | Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329 | |
(3,4-dihydro-2H-pyran-6-yl)trimethylsilane (in MeCN)![]() ![]() |
MeCN | N Param.: 2.87 sN Param.: 0.68 | Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329 | |
((3,4-dihydro-2H-pyran-6-yl)methoxy)triisopropylsilane (in MeCN)![]() ![]() |
MeCN | N Param.: 2.87 sN Param.: 0.66 | Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329 | |
6-((benzyloxy)methyl)-3,4-dihydro-2H-pyran (in MeCN)![]() ![]() |
MeCN | N Param.: 2.81 sN Param.: 0.57 | Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329 | |
N-Boc-2,3-dihydro-1H-pyrrole (in MeCN)![]() ![]() |
MeCN | N Param.: 6.82 sN Param.: 1.24 | Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329 | |
3,4-dimethoxy-2-(methoxymethyl)-3,4-dihydro-2H-pyran![]() ![]() |
dichloromethane | N Param.: 1.53 sN Param.: 1.38 | 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 sN Param.: 1.24 | Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329 | |
3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran![]() ![]() |
dichloromethane | N Param.: 1.89 sN Param.: 1.27 | Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329 | |
2-((TBDMSO-methyl)-3,4-bis(TBDMSO)-3,4-dihydro-2H-pyran![]() ![]() |
dichloromethane | N Param.: 1.97 sN Param.: 1.20 | Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329 | |
3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-6-methyl-3,4-dihydro-2H-pyran![]() ![]() |
dichloromethane | N Param.: 4.98 sN Param.: 0.65 | Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329 | |
3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran![]() ![]() |
dichloromethane | N Param.: 1.75 sN Param.: 1.37 | Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329 | |
3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-6-methylenetetrahydro-2H-pyran![]() ![]() |
dichloromethane | N Param.: 6.19 sN Param.: 0.79 | Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329 | |
8-(benzyloxy)-2,2-di-tert-butyl-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3,2]dioxasiline![]() ![]() |
dichloromethane | N Param.: 1.85 sN Param.: 1.28 | Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329 | |
3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-6-methylenetetrahydro-2H-pyran![]() ![]() |
dichloromethane | N Param.: 4.01 sN Param.: 0.91 | Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329 | |
3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-methylenetetrahydrofuran![]() ![]() |
dichloromethane | N Param.: 5.50 sN Param.: 0.76 | Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329 | |
4-((benzyloxy)methyl)-2,2-dimethyl-6-methylenetetrahydrofuro[3,4-d][1,3]dioxole![]() ![]() |
dichloromethane | N Param.: 5.35 sN Param.: 0.88 | Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329 | |
8-(benzyloxy)-2-phenyl-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxine![]() ![]() |
dichloromethane | N Param.: 1.94 sN Param.: 1.24 | Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329 | |
3,4-bis(benzyloxy)-2-methyl-3,4-dihydro-2H-pyran![]() ![]() |
dichloromethane | N Param.: 2.04 sN Param.: 1.20 | Angew. Chem. Int. Ed. 2026, EarlyView, e24329 10.1002/anie.202524329 | |
methylenecyclopropane![]() ![]() |
dichloromethane | N Param.: -0.47 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclobutane![]() ![]() |
dichloromethane | N Param.: 1.65 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecycloheptane![]() ![]() |
dichloromethane | N Param.: 2.24 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclooctane![]() ![]() |
dichloromethane | N Param.: 3.16 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclononane![]() ![]() |
dichloromethane | N Param.: 2.57 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclodecane![]() ![]() |
dichloromethane | N Param.: 2.82 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecycloundecane![]() ![]() |
dichloromethane | N Param.: 2.33 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclododecane![]() ![]() |
dichloromethane | N Param.: 1.52 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclopentadecane![]() ![]() |
dichloromethane | N Param.: 1.69 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
propene![]() ![]() |
dichloromethane | N Param.: -2.41 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
allyl-tert.butyl-dimethylsilane![]() ![]() |
dichloromethane | N Param.: 1.80 sN Param.: 0.95 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
allyltriethylsilane![]() ![]() |
dichloromethane | N Param.: 1.93 sN Param.: 0.95 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
allyltriisopropylsilane![]() ![]() |
dichloromethane | N Param.: 2.04 sN Param.: 0.95 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
allyltri-n-butylsilane![]() ![]() |
dichloromethane | N Param.: 2.09 sN Param.: 0.95 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |



















































