Open-shell singlet character of cyclacenes and short zigzag nanotubes

Zhongfang Chen; De En Jiang; Xin Lu; Holger F. Bettinger; Sheng Dai; Paul Ragué Von Schleyer; Kendall N. Houk

doi:10.1021/ol7023339

Open-shell singlet character of cyclacenes and short zigzag nanotubes

Zhongfang Chen, De En Jiang, Xin Lu, Holger F. Bettinger, Sheng Dai, Paul Ragué Von Schleyer, Kendall N. Houk

Chemical Sciences Division

Research output: Contribution to journal › Article › peer-review

148 Scopus citations

Abstract

The electronic ground states of [n]cyclacenes, as well as short-zigzag nanotubes, computed at unrestricted broken spin-symmetry density functional theory (UBS-DFT), were found to be open-shell singlets, rather than triplets. Computations for [6]cyclacene at complete active space self-consistent field (CASSCF) and multireference perturbation theory (MRMP2) levels support this conclusion. Along with strain, the radical character of the open-shell singlet with antiferromagnetically coupled electron spins may contribute to the difficulties in synthesizing [n]cyclacenes.

Original language	English
Pages (from-to)	5449-5452
Number of pages	4
Journal	Organic Letters
Volume	9
Issue number	26
DOIs	https://doi.org/10.1021/ol7023339
State	Published - Dec 20 2007

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title = "Open-shell singlet character of cyclacenes and short zigzag nanotubes",

abstract = "The electronic ground states of [n]cyclacenes, as well as short-zigzag nanotubes, computed at unrestricted broken spin-symmetry density functional theory (UBS-DFT), were found to be open-shell singlets, rather than triplets. Computations for [6]cyclacene at complete active space self-consistent field (CASSCF) and multireference perturbation theory (MRMP2) levels support this conclusion. Along with strain, the radical character of the open-shell singlet with antiferromagnetically coupled electron spins may contribute to the difficulties in synthesizing [n]cyclacenes.",

author = "Zhongfang Chen and Jiang, {De En} and Xin Lu and Bettinger, {Holger F.} and Sheng Dai and {Von Schleyer}, {Paul Ragu{\'e}} and Houk, {Kendall N.}",

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T1 - Open-shell singlet character of cyclacenes and short zigzag nanotubes

AU - Chen, Zhongfang

AU - Jiang, De En

AU - Lu, Xin

AU - Bettinger, Holger F.

AU - Dai, Sheng

AU - Von Schleyer, Paul Ragué

AU - Houk, Kendall N.

PY - 2007/12/20

Y1 - 2007/12/20

N2 - The electronic ground states of [n]cyclacenes, as well as short-zigzag nanotubes, computed at unrestricted broken spin-symmetry density functional theory (UBS-DFT), were found to be open-shell singlets, rather than triplets. Computations for [6]cyclacene at complete active space self-consistent field (CASSCF) and multireference perturbation theory (MRMP2) levels support this conclusion. Along with strain, the radical character of the open-shell singlet with antiferromagnetically coupled electron spins may contribute to the difficulties in synthesizing [n]cyclacenes.

AB - The electronic ground states of [n]cyclacenes, as well as short-zigzag nanotubes, computed at unrestricted broken spin-symmetry density functional theory (UBS-DFT), were found to be open-shell singlets, rather than triplets. Computations for [6]cyclacene at complete active space self-consistent field (CASSCF) and multireference perturbation theory (MRMP2) levels support this conclusion. Along with strain, the radical character of the open-shell singlet with antiferromagnetically coupled electron spins may contribute to the difficulties in synthesizing [n]cyclacenes.

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VL - 9

SP - 5449

EP - 5452

JO - Organic Letters

JF - Organic Letters

IS - 26

ER -

Open-shell singlet character of cyclacenes and short zigzag nanotubes

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