Modification of the porphyrin chromophore by ring fusion: identifying trends due to annelation of the porphyrin nucleus

Modification of the porphyrin chromophore by ring fusion: identifying trends due to annelation of the porphyrin nucleus
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通过环融合对卟啉发色团进行修饰:识别由于卟啉核的退火而产生的趋势

DOI:
10.1002/jpp.313
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发表时间:
2001
影响因子:
1.5
通讯作者:
T. Lash
T. Lash
中科院分区:
化学4区
文献类型:
--
作者:
T. Lash

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本文综述了稠环对卟啉紫外-可见光谱的影响。具有稠合的苯环、1,2-萘环、9,10-菲环或菲咯啉环的改性卟啉发色团令人惊讶地几乎不受影响,即使当掺入最大数目的环稠合物时。线性退火的萘或蒽卟啉显示大的红移的Q带,但Soret反射减弱,只进行轻微的红移。Fluoranthoporphyrin在Soret区域给出多个带,但Q带区域几乎不受该四环环系统的影响。另一方面,荧光卟啉的金属螯合物在600 nm附近显示出令人惊讶的强谱带。苯并噻二唑环分裂并削弱Soret带,但Q带区域并不例外。然而,金属配位再次在600 nm附近产生相对强的带。最显着的结果得到了与稠合苊环卟啉。Monoacenaphthoporphyrins(41)有三个S.
The effects exerted by fused aromatic rings on the UV-vis spectra of porphyrins are surveyed. Modified porphyrin chromophores with fused benzene, 1,2-naphthalene, 9,10-phenanthrene or phenanthroline rings are surprisingly little affected even when a maximum number of ring fusions are incorporated. Linearly annealed naphtho- or anthraporphyrins show large red shifts to the Q bands but the Soret absorptions are weakened and undergo only minor bathochromic shifts. Fluoranthoporphyrins give multiple bands in the Soret region, but the Q band region is virtually unaffected by this tetracyclic ring system. On the other hand, metal chelates of fluoranthoporphyrins show surprisingly strong bands near 600 nm. Benzothiadiazole rings split and weaken the Soret band, but the Q bands region is unexceptional. However, metal coordination again produces relatively intense bands near 600 nm. The most significant results were obtained for porphyrins with fused acenaphthylene rings. Monoacenaphthoporphyrins (41) have three S...