Literature DB >> 22431480

Atropisomerism in a belt-persistent nanohoop molecule: rotational restriction forced by macrocyclic ring strain.

Shunpei Hitosugi1, Waka Nakanishi, Hiroyuki Isobe.   

Abstract

Enough strain! Strain in a macrocyclic ring hinders the rotation of an arylene panel in a nanohoop molecule containing four chrysenylene units (see picture). Unlike conventional rotational restrictions in biaryl systems, the new atropisomerism does not require any steric hinderance from the substituents. The study of atropisomerism also provides the first experimental insights into the relative stability of nanohoop structures.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2012        PMID: 22431480     DOI: 10.1002/asia.201200187

Source DB:  PubMed          Journal:  Chem Asian J        ISSN: 1861-471X


  5 in total

1.  Stereoisomerism, crystal structures, and dynamics of belt-shaped cyclonaphthylenes.

Authors:  Zhe Sun; Takuya Suenaga; Parantap Sarkar; Sota Sato; Motoko Kotani; Hiroyuki Isobe
Journal:  Proc Natl Acad Sci U S A       Date:  2016-06-29       Impact factor: 11.205

2.  Stereoisomerism in Nanohoops with Heterogeneous Biaryl Linkages of E/Z- and R/S-Geometries.

Authors:  Parantap Sarkar; Zhe Sun; Toshiki Tokuhira; Motoko Kotani; Sota Sato; Hiroyuki Isobe
Journal:  ACS Cent Sci       Date:  2016-09-15       Impact factor: 14.553

3.  Theoretical studies on a carbonaceous molecular bearing: association thermodynamics and dual-mode rolling dynamics.

Authors:  Hiroyuki Isobe; Kosuke Nakamura; Shunpei Hitosugi; Sota Sato; Hiroaki Tokoyama; Hideo Yamakado; Koichi Ohno; Hirohiko Kono
Journal:  Chem Sci       Date:  2015-02-18       Impact factor: 9.825

Review 4.  Nano-rings with a handle - Synthesis of substituted cycloparaphenylenes.

Authors:  Anne-Florence Tran-Van; Hermann A Wegner
Journal:  Beilstein J Nanotechnol       Date:  2014-08-20       Impact factor: 3.649

5.  Hollow organic capsules assemble into cellular semiconductors.

Authors:  Boyuan Zhang; Raúl Hernández Sánchez; Yu Zhong; Melissa Ball; Maxwell W Terban; Daniel Paley; Simon J L Billinge; Fay Ng; Michael L Steigerwald; Colin Nuckolls
Journal:  Nat Commun       Date:  2018-05-16       Impact factor: 14.919

  5 in total

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