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- The captodative effect is the stabilization of radicals by a synergistic effect of an electron-withdrawing substituent and an electron-donating substituent. The name originates as the electron-withdrawing group (EWG) is sometimes called the "captor" group, whilst the electron-donating group (EDG) is the "dative" substituent. Olefins with this substituent pattern are sometime described as captodative. Radical reactions play an integral role in several chemical reactions and are also important to the field of polymer science. When EDGs and EWGs are near the radical center, the stability of the radical center increases. The substituents can kinetically stabilize radical centers by preventing molecules and other radical centers from reacting with the center. The substituents thermodynamically stabilize the center by delocalizing the radical ion via resonance. These stabilization mechanisms lead to an enhanced rate for free-radical reactions. In the figure at right, the radical is delocalized between the captor nitrile (-CN), and the dative secondary amine (-N(CH3)2), thus stabilizing the radical center. (en)
- En química orgánica, el efecto captodativo es el efecto sobre la estabilidad de un radical centrado en el carbono, determinado por la acción combinada de un sustituyente captor de electrones y de un sustituyente dador o donante de electrones, ambos unidos al centro radical. Este término también es usado para ciertos compuestos insaturados. (es)
- Каптодативний ефект (рос. каптодативный эффект, англ. captodative effect) — вплив на стабільність вуглець-центрованих радикалів сумісної дії електронодонорного та електроноакцепторного замісників, які обидва приєднані до радикального центра. (uk)
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- En química orgánica, el efecto captodativo es el efecto sobre la estabilidad de un radical centrado en el carbono, determinado por la acción combinada de un sustituyente captor de electrones y de un sustituyente dador o donante de electrones, ambos unidos al centro radical. Este término también es usado para ciertos compuestos insaturados. (es)
- Каптодативний ефект (рос. каптодативный эффект, англ. captodative effect) — вплив на стабільність вуглець-центрованих радикалів сумісної дії електронодонорного та електроноакцепторного замісників, які обидва приєднані до радикального центра. (uk)
- The captodative effect is the stabilization of radicals by a synergistic effect of an electron-withdrawing substituent and an electron-donating substituent. The name originates as the electron-withdrawing group (EWG) is sometimes called the "captor" group, whilst the electron-donating group (EDG) is the "dative" substituent. Olefins with this substituent pattern are sometime described as captodative. Radical reactions play an integral role in several chemical reactions and are also important to the field of polymer science. (en)
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- Efecto captodativo (es)
- Captodative effect (en)
- Каптодативний ефект (uk)
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propanenitrile_radical.jpg?width=300)
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