Synthesis and assembly of extended quintulene.

Abstract:

:Quintulene, a non-graphitic cycloarene with fivefold symmetry, has remained synthetically elusive due to its high molecular strain originating from its curved structure. Here we report the construction of extended quintulene, which was unambiguously characterized by mass and NMR spectroscopy. The extended quintulene represents a naturally curved nanocarbon based on its conical molecular geometry. It undergoes dimerization in solution via π-π stacking to form a metastable, but isolable bilayer complex. Thermodynamic and kinetic characterization reveals the dimerization process as entropy-driven and following second-order kinetics with a high activation energy. These findings provide a deeper understanding of the assembly of conical nanocarbons. Comparison of optical properties of monomer and dimer points toward a H-type interlayer coupling in the dimer.

journal_name

Nat Commun

journal_title

Nature communications

authors

Hou H,Zhao XJ,Tang C,Ju YY,Deng ZY,Wang XR,Feng LB,Lin DH,Hou X,Narita A,Müllen K,Tan YZ

doi

10.1038/s41467-020-17691-7

subject

Has Abstract

pub_date

2020-08-07 00:00:00

pages

3976

issue

1

issn

2041-1723

pii

10.1038/s41467-020-17691-7

journal_volume

11

pub_type

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