Lemniscular carbon nanohoops with contiguous conjugation from planar chiral [2.2]paracyclophane: influence of the regioselective synthesis on topological chirality.

Lemniscular carbon nanohoops with contiguous conjugation from planar chiral [2.2]paracyclophane: influence of the regioselective synthesis on topological chirality.
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DOI:
10.1039/d2sc06825g
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发表时间:
2023-04-26
期刊:
影响因子:
8.4
通讯作者:
--
中科院分区:
化学1区
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本文报道了通过合理控制平面手性四取代[2.2]对环芳烷不同位置的环闭合,区域选择性合成了全碳丘状纳米环bis-po-CC和bis-pm-TC.拓扑分析表明,bis-pm-TC是拓扑手性的,而bis-po-CC是拓扑非手性的。X-射线晶体分析表明,双-pm-TC采用了一个连续共轭双纽构象。CD和CPL测量进一步揭示了由于bis-pm-TC和bis-po-CC的拓扑手性不同,它们的手性性质明显不同。本文报道了两个从平面手性[2.2]对环芳衍生的具有连续共轭结构的双链碳纳米环bis-po-CC和bis-pm-TC,并阐明了区域选择性合成对其拓扑手性的影响。
We report herein the regioselective synthesis of all-carbon lemniscular nanohoops bis-po-CC and bis-pm-TC by the rational control of ring closures at the different positions of planar chiral tetrasubstituted [2.2]paracyclophane. Topological analyses reveal that bis-pm-TC is topologically chiral while bis-po-CC is topologically achiral. X-ray crystal analysis demonstrates that bis-pm-TC adopts a lemniscular conformation with a contiguous conjugation. CD and CPL measurements further reveal that the chiroptical properties of bis-pm-TC are obviously different from those of bis-po-CC due to their different topological chiralities. We report herein two lemniscular carbon nanohoops bis-po-CC and bis-pm-TC with contiguous conjugation from planar chiral [2.2]paracyclophane, and elucidate the influence of the regioselective synthesis on their topological chirality.
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