Preparation and structure of acenaphthylene-1,2-diyldi(9-acridine) derivatives with a long CC bond

Takashi Takeda,Ryo Katoono,Takanori Suzuki,Hidetoshi Kawai,Yasuto Uchimura,Kenshu Fujiwara

doi:10.1039/c3cc49573f

Abstract

Due to purely steric effects of acridine units, acenaphthylene-1,2-diyldi(9-acridine) has a long C=C bond [1.3789(19) Å] while maintaining its sp(2) hybridized nature and bond order.

Highlights

Investigation of covalent bonds with unusual parameters should provide information on the nature of covalent bonds
It is important to achieve a better understanding of the nature of covalent bonds because covalent bonding is a fundamental concept in chemistry
Extreme examples have been found in derivatives of tetraarylbenzocyclobutene2b,c and tetraarylpyracene,2d–f in which the C–C bond is longer than 1.7 Å

Summary

Introduction

Investigation of covalent bonds with unusual parameters should provide information on the nature of covalent bonds. Due to purely steric effects of acridine units, acenaphthylene1,2-diyldi(9-acridine) has a long CQC bond [1.3789(19) Å] while maintaining its sp[2] hybridized nature and bond order.

Results

Conclusion