Ring-in-Ring(s)
Complexes Exhibiting Tunable Multicolor
Photoluminescence
Posted on 2020-09-16 - 14:09
One
ring threaded by two other rings to form a non-intertwined
ternary ring-in-rings motif is a challenging task in noncovalent synthesis.
Constructing multicolor photoluminescence systems with tunable properties
is also a fundamental research goal, which can lead to applications
in multidimensional biological imaging, visual displays, and encryption
materials. Herein, we describe the design and synthesis of binary
and ternary ring-in-ring(s) complexes, based on an extended tetracationic
cyclophane and cucurbit[8]uril. The formation of these complexes is
accompanied by tunable multicolor fluorescence outputs. On mixing
equimolar amounts of the cyclophane and cucurbit[8]uril, a 1:1 ring-in-ring
complex is formed as a result of hydrophobic interactions associated
with a favorable change in entropy. With the addition of another equivalent
of cucurbit[8]uril, a 1:2 ring-in-rings complex is formed, facilitated
by additional ion–dipole interactions involving the pyridinium
units in the cyclophane and the carbonyl groups in cucurbit[8]uril.
Because of the narrowing in the energy gaps of the cyclophane within
the rigid hydrophobic cavities of cucurbit[8]urils, the binary and
ternary ring-in-ring(s) complexes emit green and bright yellow fluorescence,
respectively. A series of color-tunable emissions, such as sky blue,
cyan, green, and yellow with increased fluorescence lifetimes, can
be achieved by simply adding cucurbit[8]uril to an aqueous solution
of the cyclophane. Notably, the smaller cyclobis(paraquat-p-phenylene), which contains the same p-xylylene linkers as the extended tetracationic cyclophane, does
not form ring-in-ring(s) complexes with cucurbit[8]uril. The encapsulation
of this extended tetracationic cyclophane by both one and two cucurbit[8]urils
provides an incentive to design and synthesize more advanced supramolecular
systems, as well as opening up a feasible approach toward achieving
tunable multicolor photoluminescence with single chromophores.
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Wu, Huang; Wang, Yu; Jones, Leighton O.; Liu, Wenqi; Song, Bo; Cui, Yunpeng; et al. (2020). Ring-in-Ring(s)
Complexes Exhibiting Tunable Multicolor
Photoluminescence. ACS Publications. Collection. https://doi.org/10.1021/jacs.0c07745
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AUTHORS (15)
HW
Huang Wu
YW
Yu Wang
LJ
Leighton O. Jones
WL
Wenqi Liu
BS
Bo Song
YC
Yunpeng Cui
KC
Kang Cai
LZ
Long Zhang
DS
Dengke Shen
XC
Xiao-Yang Chen
YJ
Yang Jiao
CS
Charlotte L. Stern
XL
Xiaopeng Li
GS
George C. Schatz
JS
J. Fraser Stoddart