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Cucurbit[5]urilmetal complex-induced room-temperature phosphorescence of -naphthol and -naphthol

Gao, Zhong-wei ; Feng, Xing ; Mu, Lan ; Ni, Xin-long ; Liang, Li-li ; Xue, Sai-feng ; Tao, Zhu ; Zeng, Xi ; Chapman, Bodgan E. ; Kuchel, Philip W. ; Lindoy, Leonard F. ; Wei, Gang

Dalton Transactions, Dalton Transactions, 2013, Vol.42(7), pp.2608-2615 [Periódico revisado por pares]

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  • Título:
    Cucurbit[5]urilmetal complex-induced room-temperature phosphorescence of -naphthol and -naphthol
  • Autor: Gao, Zhong-wei ; Feng, Xing ; Mu, Lan ; Ni, Xin-long ; Liang, Li-li ; Xue, Sai-feng ; Tao, Zhu ; Zeng, Xi ; Chapman, Bodgan E. ; Kuchel, Philip W. ; Lindoy, Leonard F. ; Wei, Gang
  • Assuntos: Blocking ; Crystal Structure ; Derivatives ; Naphthol ; Phosphorescence ; Quenching (Cooling) ; Stacking ; Walls ; Miscellaneous Sciences (So)
  • É parte de: Dalton Transactions, Dalton Transactions, 2013, Vol.42(7), pp.2608-2615
  • Descrição: Similar to the larger members of the cucurbituril family, such as cucurbit[8]uril (Q[8]), the smallest member, cucurbit[5]uril (Q[5]), can also induce room-temperature phosphorescence (RTP) of -naphthol ( 1 ) and -naphthol ( 2 ). The relationship between the RTP intensity of 1 and 2 and the concentration of Q[5] or Q[8] suggests that the mechanism underlying the Q[5] complex-induced RTP is different from that of the Q[8]-induced RTP for these luminophores. The crystal structures of 1 Q[5]KI, 2 Q[5]KI, 1 Q[5]TlNO 3 , and 2 Q[5]TlNO 3 systems show that in each case Q[5] and the respective metal ions, K + or Tl + , form infinite Q[5]M + Q[5]M + chains that surround the luminophores. Although these tube- or wall-like structures are likely destroyed in solution, the key interaction between the convex-shaped outer walls of Q[5] and the plane of the aromatic naphthols, via stacking and CH interactions, is postulated to be essentially maintained leading to a microenvironment that holds the luminophore and the heavy atom perturber together; such a model is supported by the observed Q[5] complex-induced RTP of the above naphthols. With respect to this, a high Q[5]/luminophore concentration was employed in an endeavour to promote the formation of stacking and CH interactions similar to those observed in the crystal structures of the 1 or 2 Q[5]K + and Tl + systems. In keeping with the proposed model, the RTP of each system is quenched when Q[5] is replaced by the alkyl-substituted Q[5] derivatives, decamethylQ[5] and pentacyclohexanoQ[5]. This is in agreement with the substituent groups on the surface of the metal-bond Q[5] obstructing the naphthol molecule from accessing the convex glycouril backbone of Q[5].

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