Remote Control on the Photochemical Rearrangement of 1,6-(N-Aryl)aza-[60]fulleroids to l,2-(Af-Arylaziridino)-[60]fullerenes by N-Substituted Aryl Groups

Akihiko Ouchi; Bahlul Z.S.Awen; Ryota Hatsuda; Reiko Ogura

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Remote Control on the Photochemical Rearrangement of 1,6-(N-Aryl)aza-[60]fulleroids to l,2-(Af-Arylaziridino)-[60]fullerenes by N-Substituted Aryl Groups

机译：N-取代的芳基对1,6-（N-芳基）氮杂-[60]富勒烯光化学重排为1,2-（Af-芳基叠氮基）-[60]富勒烯的远程控制

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Photochemical rearrangement of l,6-(N-aryl)aza-[60]fuHeroids(1)to l,2-(N-arylaziridino)-[60]fullerenes(2)depends on the N-aryl substituents remote from the reaction center.A systematic kinetic study of the N-substituents discloses a decrease in the reaction rates of the photochemical rearrangement in the order 1-naphthyl(lb)> 1-pyrenyl(Id)> phenyl(la)> 2-naphthyl(lc).The large substituent effect in the rates,which vary by ca.2200-fold,is interpreted in terms of changes in the reaction mechanisms.The fast photochemical rearrangement of derivatives lb,d proceeds through the normal triplet states of 1;in the case of lb,triplet sensitization by the product 2b also operates.For the slow rearrangement rates of la,c,nanosecond transient absorption spectroscopy reveals that different triplet states participate,namely,electron transfer between the /V-aryl substituent and the fullerene.

机译：1,6-（N-芳基）氮杂-[60] fuHeroids（1）到1,2-（N-芳基叠氮基）-[60]富勒烯（2）的光化学重排取决于远离反应的N-芳基取代基对N-取代基的系统动力学研究显示，光化学重排的反应速率降低的顺序为1-萘基（lb）> 1-吡啶基（Id）>苯基（la）> 2-萘基（lc）根据反应机理的变化来解释速率大的取代作用，其变化约为2200倍。衍生物lb，d的快速光化学重排通过1的正常三重态进行;在这种情况下对于1b的1b，产物2b的三重态敏化也起作用。对于1a，c的缓慢重排速率，纳秒瞬态吸收光谱揭示了不同的三重态参与，即，在/ V-芳基取代基和富勒烯之间的电子转移。

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《The journal of physical chemistry, A. Molecules, spectroscopy, kinetics, environment, & general theory》 |2004年第44期|共9页
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Akihiko Ouchi; Bahlul Z.S.Awen; Ryota Hatsuda; Reiko Ogura;
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中图分类物理化学（理论化学）、化学物理学;
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1. Remote Control on the Photochemical Rearrangement of 1,6-(N-Aryl)aza-[60]fulleroids to l,2-(Af-Arylaziridino)-[60]fullerenes by N-Substituted Aryl Groups [J] . Akihiko Ouchi, Bahlul Z.S.Awen, Ryota Hatsuda, The journal of physical chemistry, A. Molecules, spectroscopy, kinetics, environment, & general theory . 2004,第44期

机译：N-取代的芳基对1,6-（N-芳基）氮杂-[60]富勒烯光化学重排为1,2-（Af-芳基叠氮基）-[60]富勒烯的远程控制
2. Controlling electronic states and photochemical reactivities of C-60 by chemical functionalization: Ortho-substituent effect of 1,6-N-(phenyl)aza-[60]fulleroids and 1,2-(N-phenyl)aziridino-[60]fullerenes [J] . Ouchi A, Awen BZS, Luo HX, Journal of Photochemistry and Photobiology, A. Chemistry . 2006,第3期

机译：通过化学官能化控制C-60的电子态和光化学反应性：1,6-N-（苯基）氮杂-[60]富勒烯和1,2-（N-苯基）叠氮基-[60]富勒烯的正取代作用
3. Drastic change in the rate of photochemical rearrangement of 1,6-(N-phenyl)aza-[60]fulleroids by switching the excited states through simple methyl substitution on the phenyl group [J] . Ouchi A, Awen BZS, Luo HX, Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2005,第39期

机译：通过在苯基上进行简单的甲基取代来切换激发态，从而急剧改变1,6-（N-苯基）氮杂-[60]富勒烯的光化学重排速率
4. Mixed bis-functionalization of fullerene C_(60) from C_(60)~(2-) anion [C] . Fuyong Cheng, Emmanuel Allard, Stephanic Chopin, Electrochemical Society . 2002

机译：来自C_（60）〜（2-）阴离子的富勒烯C_（60）的混合双官能化
5. Remote Control on the Photochemical Rearrangement of 1, 6-(N-Aryl)aza-60fulleroids to 1, 2-(N-Arylaziridino)-60fullerenes by N-Substituted Aryl Groups [O] . -1

机译：通过N取代的芳基对1,6-（N-芳基）AZA-60forliders至1,2-（N-芳基嗪）-60fullerenes的光化学重排遥控

Remote Control on the Photochemical Rearrangement of 1,6-(N-Aryl)aza-[60]fulleroids to l,2-(Af-Arylaziridino)-[60]fullerenes by N-Substituted Aryl Groups

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