Liang Zhixiong, Zhao Wei, Wang Shenglong, Tang Qin, Lam Sheung-Chuen, Miao Qian
Department of Chemistry, the Chinese University of Hong Kong, Shatin, New Territories, Hong Kong.
Org Lett. 2008 May 15;10(10):2007-10. doi: 10.1021/ol800620s. Epub 2008 Apr 24.
In our attempts of tuning the molecular packing of tetracene with H-bonding, we found that tetracenediamide was much more vulnerable to photooxidation than tetracene in crystals despite their similar sensitivity to photooxidation in solution. Unexpectedly photooxidation of tetracenediamide in solution and in crystals show different regioselectivities. To explain the regioselectivity, a mechanism involving H-bonding is proposed. This study indicates that molecular packing in solid state can play an important role in solid-gas reactions.
在我们尝试通过氢键调节并四苯分子堆积的过程中，我们发现，尽管并四苯二酰胺和并四苯在溶液中对光氧化的敏感度相似，但在晶体中，前者比后者更容易发生光氧化。出乎意料的是，并四苯二酰胺在溶液和晶体中的光氧化表现出不同的区域选择性。为了解释这种区域选择性，我们提出了一种涉及氢键的机制。这项研究表明，固态中的分子堆积在固-气反应中可能起着重要作用。
