Big is beautiful--"aromaticity" revisited from the viewpoint of macromolecular and supramolecular benzene chemistry.
Big is beautiful--"aromaticity" revisited from the viewpoint of macromolecular and supramolecular benzene chemistry.
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DOI：
10.1021/cr990322p
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发表时间：
2001-04
期刊：
影响因子：
62.1
通讯作者：
M. Watson;and Andreas Fechtenkötter;K. Müllen
中科院分区：
文献类型：
--
作者：
M. Watson;and Andreas Fechtenkötter;K. Müllen
It sometimes remains unclear when looking at a discipline why a particular problem has in the past raised so much trouble and concern. Recalling the fierce debates on the usefulness of the aromaticity concept may suggest a somewhat frustrating conclusion: what remains is not so much the direct answer to the question but the chemical creativity which it has produced. 1 Whether or not we look at aromaticity as a structure or a property concept, a key question has always been whether it applies to any other molecule except benzene (1). Therefore, as one part of an aromaticity discussion, one can try to evaluate the wonderful manifold of conjugated and nonconjugated molecules originating from benzene as a unique building block. The coupling of benzene rings to biphenyl (2) or the fusion to naphthalene (3) are fundamental examples of this construction. When looking at 2 and 3 we are by no means confined to “nonnatural” chemistry since compound 42 is a biaryl occurring in lignans and rifamycin 53 is an ansa-type naphthalene. A further key question, when talking about the structure and properties of benzene, biphenyl, and naphthalene compounds, concerns the π-bonding situation, and this can be profoundly changed in a controlled way by electron transfer, ie, by adding or removing electrons, or by complexation with metals.
