On the ' livingness ' of a dynamic library of cyclophane formaldehyde acetals incorporating calix[4]arene subunits

Cacciapaglia R; Di Stefano S; Mandolini L

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On the ' livingness ' of a dynamic library of cyclophane formaldehyde acetals incorporating calix[4]arene subunits

机译：含有杯[4]芳烃亚基的环烷甲醛缩醛动力学文库的“活性”

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The acid catalyzed transacetalation of cyclophane formaldehyde acetals incorporating calix[4]arene subunits generates a short-lived dynamic library of macrocycles. The side reaction responsible for the loss of 'livingness' is the unexpected decomposition of monomeric units into a bridged ether and formaldehyde. A plausible mechanism is suggested, in which the crucial step is the formation of benzyl carbocations strongly stabilized by the alkoxy substituents at the lower rim of the calix[4]arene moieties.

机译：结合有杯[4]芳烃亚基的环烷甲醛缩醛经酸催化的反缩醛化反应生成了大环化合物的短寿命动态库。导致失去“活性”的副反应是单体单元意外分解为桥连的醚和甲醛。提出了一个可能的机制，其中关键步骤是在杯[4]芳烃部分的下边缘形成烷氧基，并被烷氧基取代基稳定地稳定。

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《Journal of Physical Organic Chemistry》 |2008年第8期|共6页
作者
Cacciapaglia R; Di Stefano S; Mandolini L;
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正文语种 eng
中图分类有机化学一般性问题;
关键词
dynamic covalent chemistry; dynamic combinatorial chemistry; transacetalation; reaction mechanism; cyclodepolymerization; metathesis; ring-ring equilibrium;

机译：动态共价化学;动态组合化学;缩醛化;反应机理;环解聚;复分解;环-环平衡;

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1. On the ' livingness ' of a dynamic library of cyclophane formaldehyde acetals incorporating calix[4]arene subunits [J] . Cacciapaglia R, Di Stefano S, Mandolini L Journal of Physical Organic Chemistry . 2008,第7a8期

机译：含有杯[4]芳烃亚基的环烷甲醛缩醛动力学文库的“活性”
2. Metathesis reactions of formaldehyde acetals - Experimental and computational investigation of isomeric families of cyclophanes under dynamic conditions [J] . Cacciapaglia R, Di Stefano S, Mandolini L, European journal of organic chemistry . 2008,第1期

机译：甲醛缩醛的复分解反应-动态条件下环烷异构体异构体的实验和计算研究
3. Metathesis reactions of formaldehyde acetals - Experimental and computational investigation of isomeric families of cyclophanes under dynamic conditions [J] . Cacciapaglia R, Di Stefano S, Mandolini L, European journal of organic chemistry . 2008,第1期

机译：甲醛缩醛的复分解反应-动态条件下环烷异构体异构体的实验和计算研究
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On the ' livingness ' of a dynamic library of cyclophane formaldehyde acetals incorporating calix[4]arene subunits

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