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首页> 外文期刊>The journal of physical chemistry, A. Molecules, spectroscopy, kinetics, environment, & general theory >Stepwise versus Concerted Electron Transfer-Bond Fragmentation in the Reduction of Phenyl Triphenylmethyl Sulfides
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Stepwise versus Concerted Electron Transfer-Bond Fragmentation in the Reduction of Phenyl Triphenylmethyl Sulfides

机译：还原苯基三苯基甲基硫化物中的逐步与协同电子转移键断裂

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摘要

The link between stepwise and concerted electron transfer-bond fragmentation processes is described for the homogeneous reduction process of four para-substituted phenyl triphenylmethyl sulfides in N,N-dimethyl-formamide. The description is based on intrinsic barriers #DELTA#G_o~(++) and standard potentials E~o determined from free energy plots. For all reactions studied #DELTA#G_o~(++) is remarkable high and E~o is not far from what is expected for a concerted pathway, even if the mechanism is stepwise. This is attributed to a substantial elongation and weakening of the carbon-sulfur bond upon formation of the radical anion. At the same time, #DELTA#_o~(++) increases going from electron-withdrawing to electron-donating substituents which points to a gradual transition between the two reaction pathways within the series of compounds.
机译：描述了在N，N-二甲基甲酰胺中四个对位取代的苯基三苯基甲基硫醚的均相还原过程中，逐步转移的和一致的电子转移键断裂过程之间的联系。该描述基于内在势垒＃DELTA＃G_o〜（++）和根据自由能图确定的标准电势E〜o。对于所研究的所有反应，即使机理是逐步的，＃DELTA＃G_o〜（++）仍显着高，E〜o与协同途径的预期值相差不远。这归因于在形成自由基阴离子时碳-硫键的显着伸长和减弱。同时，＃DELTA＃_o〜（++）从吸电子取代基到给电子取代基而增加，这表明该系列化合物中两个反应途径之间逐渐过渡。

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