Proof of chirality of J-aggregates spontaneously and enantioselectively generated from achiral dyes

Proof of chirality of J-aggregates spontaneously and enantioselectively generated from achiral dyes
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DOI:
10.1021/jp001805w
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发表时间:
2000-09-14
影响因子:
3.3
通讯作者:
Abraham, HW
Abraham, HW
中科院分区:
化学3区
文献类型:
--
作者:
Spitz, C;Dähne, S;Abraham, HW

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最近公开的权利要求(1,2),当非手性5,5 ′,6,6 ′-四氯苯并咪唑碳菁发色团在1,1 ′-位被长于己基的正烷基取代时,自发地和对映选择性地产生手性J-聚集体,通过嵌入这种染料的J-聚集体,已经证明了具有ω-酸基-乙基或ω-酸基-正丙基的3 '-位(1a)在聚合物PVA膜中,并在限定的观察角度下测量CD信号。染料1b,这是假定给非手性J-聚集体,已经进行了研究,以及比较。有序分子的线性二向色性和双折射对所测量的CD信号的可能贡献已经通过使用普通PVA膜和含有已知手性的染料(2)的单体的膜两者的仔细检查而被排除。
The recently published claim(1,2) that the achiral 5,5',6,6'-tetrachlorobenzimidacarbocyanine chromophore spontaneously and enantioselectively generates chiral J-aggregates when it is substituted in the 1,1'-position with n-alkyl groups longer than hexyl and in the 3,3'-position with omega-acido-ethyl or omega-acido-n-propyl groups has been proved by embedding the J-aggregates of such a dye (1a) in a polymeric PVA film and measuring the CD signal at defined observation angles. Dye 1b, which is assumed to give achiral J-aggregates, has been investigated for comparison as well. Possible contibutions of linear dichroism and birefringence of ordered molecules to the measured CD signal have been excluded by careful checks using both a plain PVA film and a film containing monomers of a dye (2) of known chirality.