Issue 73, 2018
From the journal:

Chemical Communications

Expandability of a long C–O bond by a scissor effect in acenaphthofuran†‡

Yasuto Uchimura,a   Takuya Shimajiri,a   Yusuke Ishigaki, ORCID logo a   Ryo Katoono ORCID logo a  and  Takanori Suzuki ORCID logo *a  

* Corresponding authors

a Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan
E-mail: tak@sci.hokudai.ac.jp

Abstract

The angle strain induced by ring annulation on a spiro-type naphthofuran weakens its C(sp3)–O bond at the opposite peri-position and endows expandability, so that quite different bond lengths [1.493(3)–1.526(6) Å] are determined for the elongated C(sp3)–O bond of the corresponding spiro-acenaphthofuran derivative upon X-ray analyses of its pseudopolymorphs.

Graphical abstract: Expandability of a long C–O bond by a scissor effect in acenaphthofuran

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Article information

DOI
https://doi.org/10.1039/C8CC05998E
Article type
Communication
Submitted
24 Jul 2018
Accepted
15 Aug 2018
First published
15 Aug 2018

Chem. Commun., 2018,54, 10300-10303

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Expandability of a long C–O bond by a scissor effect in acenaphthofuran

Y. Uchimura, T. Shimajiri, Y. Ishigaki, R. Katoono and T. Suzuki, Chem. Commun., 2018, 54, 10300 DOI: 10.1039/C8CC05998E

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