12,15-Dichloro[3.0]orthometa- cyclophane: A Highly Strained Biphenylophane.

M.J. van Eis; F.J.J. de Kanter; W.H. de Wolf; F. Bickelhaupt

doi:10.1021/ja973876n

12,15-Dichloro[3.0]orthometa- cyclophane: A Highly Strained Biphenylophane.

M.J. van Eis, F.J.J. de Kanter, W.H. de Wolf, F. Bickelhaupt

Research output: Contribution to Journal › Article › Academic › peer-review

Abstract

The title compound, 3, in which two methylene groups of the parent compound 4 have been replaced by an ortho-substituted benzene ring, has been synthesized. It exists exclusively in the endo-conformation, in contrast to 4 for which the exo-conformation is preferred. High-level density functional calculations are presented for both compounds. They show that the endo- conformation of 3 is favored over the exo-conformation by 3.3 kcal mol

Original language	English
Pages (from-to)	3371-3375
Journal	Journal of the American Chemical Society
Volume	120
Issue number	14
DOIs	https://doi.org/10.1021/ja973876n
Publication status	Published - 1998

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title = "12,15-Dichloro[3.0]orthometa- cyclophane: A Highly Strained Biphenylophane.",

abstract = "The title compound, 3, in which two methylene groups of the parent compound 4 have been replaced by an ortho-substituted benzene ring, has been synthesized. It exists exclusively in the endo-conformation, in contrast to 4 for which the exo-conformation is preferred. High-level density functional calculations are presented for both compounds. They show that the endo- conformation of 3 is favored over the exo-conformation by 3.3 kcal mol",

author = "{van Eis}, M.J. and {de Kanter}, F.J.J. and {de Wolf}, W.H. and F. Bickelhaupt",

year = "1998",

doi = "10.1021/ja973876n",

language = "English",

volume = "120",

pages = "3371--3375",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

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T1 - 12,15-Dichloro[3.0]orthometa- cyclophane: A Highly Strained Biphenylophane.

AU - van Eis, M.J.

AU - de Kanter, F.J.J.

AU - de Wolf, W.H.

AU - Bickelhaupt, F.

PY - 1998

Y1 - 1998

N2 - The title compound, 3, in which two methylene groups of the parent compound 4 have been replaced by an ortho-substituted benzene ring, has been synthesized. It exists exclusively in the endo-conformation, in contrast to 4 for which the exo-conformation is preferred. High-level density functional calculations are presented for both compounds. They show that the endo- conformation of 3 is favored over the exo-conformation by 3.3 kcal mol

AB - The title compound, 3, in which two methylene groups of the parent compound 4 have been replaced by an ortho-substituted benzene ring, has been synthesized. It exists exclusively in the endo-conformation, in contrast to 4 for which the exo-conformation is preferred. High-level density functional calculations are presented for both compounds. They show that the endo- conformation of 3 is favored over the exo-conformation by 3.3 kcal mol

U2 - 10.1021/ja973876n

DO - 10.1021/ja973876n

M3 - Article

SN - 0002-7863

VL - 120

SP - 3371

EP - 3375

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 14

ER -

12,15-Dichloro[3.0]orthometa- cyclophane: A Highly Strained Biphenylophane.

Abstract

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