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Remote optical chirality transfer via helical polyaromatic capsules upon encapsulation
Chem ( IF 19.1 ) Pub Date : 2024-10-29 , DOI: 10.1016/j.chempr.2024.09.031 Hayate Sasafuchi, Mayuko Ueda, Natsuki Kishida, Tomohisa Sawada, Seika Suzuki, Yoshitane Imai, Michito Yoshizawa
Chem ( IF 19.1 ) Pub Date : 2024-10-29 , DOI: 10.1016/j.chempr.2024.09.031 Hayate Sasafuchi, Mayuko Ueda, Natsuki Kishida, Tomohisa Sawada, Seika Suzuki, Yoshitane Imai, Michito Yoshizawa
Helical molecular assemblies have been widely created so far, taking inspiration from helical bioconstructs (e.g., DNAs and proteins). However, the host utilities of such synthetic helices remain largely underdeveloped, particularly as chiroptical nanotools. Here, we report the preparation of new polyaromatic capsules with right- or left-handed quadruple helicity, regulated by chiral saccharide-based side chains attached at the outer surface. The capsule quantitatively encapsulates achiral fluorescent dyes in the cavity. The resultant host-guest complexes display excellent circularly polarized luminescence properties (up to |glum| = 1.6 × 10−2) derived from the bound dyes, through efficient optical chirality transfer from the outer biochiral groups to the inner achiral dyes via the quadruple helical shell, which represents an unprecedented chiroptical strategy. This nanotool can be applied to spherical fullerene to induce its chirality with high efficiency in solution (up to |gabs| = 1.0 × 10−2) and in the solid state.
中文翻译:
封装后通过螺旋多环芳烃胶囊进行远程光学手性转移
迄今为止,螺旋分子组装体已被广泛创建,其灵感来自螺旋生物结构(例如 DNA 和蛋白质)。然而,这种合成螺旋的宿主效用在很大程度上仍然不发达,特别是作为手性光学纳米工具。在这里,我们报道了具有右旋或左旋四重螺旋度的新型多环芳烃胶囊的制备,由连接在外表面的基于手性糖类的侧链调节。胶囊定量封装空腔中的非手性荧光染料。所得的主客体复合物表现出优异的圆偏振发光特性(高达 |glum|= 1.6 × 10−2) 通过四螺旋壳从外部生物手性基团到内部非手性染料的高效光学手性转移,这代表了一种前所未有的手性策略。这种纳米工具可应用于球形富勒烯,以诱导其手性,在溶液中具有很高的效率(高达 |GABS |= 1.0 × 10−2)且处于固态。
更新日期:2024-10-29
中文翻译:
封装后通过螺旋多环芳烃胶囊进行远程光学手性转移
迄今为止,螺旋分子组装体已被广泛创建,其灵感来自螺旋生物结构(例如 DNA 和蛋白质)。然而,这种合成螺旋的宿主效用在很大程度上仍然不发达,特别是作为手性光学纳米工具。在这里,我们报道了具有右旋或左旋四重螺旋度的新型多环芳烃胶囊的制备,由连接在外表面的基于手性糖类的侧链调节。胶囊定量封装空腔中的非手性荧光染料。所得的主客体复合物表现出优异的圆偏振发光特性(高达 |glum|= 1.6 × 10−2) 通过四螺旋壳从外部生物手性基团到内部非手性染料的高效光学手性转移,这代表了一种前所未有的手性策略。这种纳米工具可应用于球形富勒烯,以诱导其手性,在溶液中具有很高的效率(高达 |GABS |= 1.0 × 10−2)且处于固态。