Lamm Jan-Hendrik, Vishnevskiy Yury V, Ziemann Eric, Neumann Beate, Stammler Hans-Georg, Mitzel Norbert W
Lehrstuhl für Anorganische Chemie und Strukturchemie, Centrum für Molekulare Materialien CM2 Universität Bielefeld, Fakultät für Chemie Universitätsstraße 25 33615 Bielefeld Germany.
ChemistryOpen. 2018 Jan 12;7(1):111-114. doi: 10.1002/open.201700196. eCollection 2018 Jan.
Reactions between 1,8-dichloroanthracenes with substituents in position 10 and -chloroaryne afford mixtures of 1,8,13- () and 1,8,16-trichlorotriptycenes (). The / ratio is dependent on these substituents. Electropositive substituents like SiMe and GeMe lead to preferred formation of the -isomer, whereas CMe groups exclusively afford the -isomer. Different quantum chemical calculations including location of transition states give conflicting results, but indicate the importance of dispersion forces for an at least qualitative prediction of results. The -trichlorotriptycenes with SiMe and GeMe substituents were characterized by using NMR spectroscopy, mass spectrometry, and X-ray diffraction experiments.
在10位带有取代基的1,8 - 二氯蒽与 - 氯苯炔之间的反应产生了1,8,13 - （ ）和1,8,16 - 三氯三蝶烯（ ）的混合物。 / 比例取决于这些取代基。像SiMe和GeMe这样的正电性取代基导致 - 异构体的优先形成，而CMe基团仅产生 - 异构体。包括过渡态位置在内的不同量子化学计算给出了相互矛盾的结果，但表明色散力对于至少定性预测结果的重要性。通过使用核磁共振光谱、质谱和X射线衍射实验对带有SiMe和GeMe取代基的 - 三氯三蝶烯进行了表征。
