Spectroscopic and crystallographic study of 27,28-diethoxy-p-tert-butylcalix[4]arenes

J.A. Kanters; A. Schouten; E. Steinwender; J.H. Maas; L.C. Groenen; D.N. Reinhoudt

doi:10.1016/0022-2860(92)80004-2

Spectroscopic and crystallographic study of 27,28-diethoxy-p-tert-butylcalix[4]arenes

J.A. Kanters, A. Schouten, E. Steinwender, J.H. Maas, L.C. Groenen, D.N. Reinhoudt

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Abstract

The molecular conformation of the anti form of the title compound, i.e. with the two neighbouring phenylethylether fragments in anti positions, is a partial cone. The conformation is stabilized by two intramolecular hydrogen bonds. These bonds involve both the phenolic OH groups as donors and a hydroxyl group and an ethoxygroup as acceptors. FT-IR solid state spectra reveal two OH bands at 3388 and 3175 cm^-1 which is in accordance with the observed hydrogen-bond configuration. In CCl₄ solution the partial cone is preserved for the anti form (3378 and 3187 cm^-1) while the corresponding syn form mainly adopts a cone conformation characterized by O-H stretching vibrations at 3360 and 3168 cm^-1.

Original language	English
Pages (from-to)	49-64
Number of pages	15
Journal	Journal of molecular structure
Volume	269
Issue number	1-2
DOIs	https://doi.org/10.1016/0022-2860(92)80004-2
Publication status	Published - 1992

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title = "Spectroscopic and crystallographic study of 27,28-diethoxy-p-tert-butylcalix[4]arenes",

abstract = "The molecular conformation of the anti form of the title compound, i.e. with the two neighbouring phenylethylether fragments in anti positions, is a partial cone. The conformation is stabilized by two intramolecular hydrogen bonds. These bonds involve both the phenolic OH groups as donors and a hydroxyl group and an ethoxygroup as acceptors. FT-IR solid state spectra reveal two OH bands at 3388 and 3175 cm-1 which is in accordance with the observed hydrogen-bond configuration. In CCl4 solution the partial cone is preserved for the anti form (3378 and 3187 cm-1) while the corresponding syn form mainly adopts a cone conformation characterized by O-H stretching vibrations at 3360 and 3168 cm-1.",

author = "J.A. Kanters and A. Schouten and E. Steinwender and J.H. Maas and L.C. Groenen and D.N. Reinhoudt",

year = "1992",

doi = "10.1016/0022-2860(92)80004-2",

language = "English",

volume = "269",

pages = "49--64",

journal = "Journal of molecular structure",

issn = "0022-2860",

publisher = "Elsevier B.V.",

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TY - JOUR

T1 - Spectroscopic and crystallographic study of 27,28-diethoxy-p-tert-butylcalix[4]arenes

AU - Kanters, J.A.

AU - Schouten, A.

AU - Steinwender, E.

AU - Maas, J.H.

AU - Groenen, L.C.

AU - Reinhoudt, D.N.

PY - 1992

Y1 - 1992

N2 - The molecular conformation of the anti form of the title compound, i.e. with the two neighbouring phenylethylether fragments in anti positions, is a partial cone. The conformation is stabilized by two intramolecular hydrogen bonds. These bonds involve both the phenolic OH groups as donors and a hydroxyl group and an ethoxygroup as acceptors. FT-IR solid state spectra reveal two OH bands at 3388 and 3175 cm-1 which is in accordance with the observed hydrogen-bond configuration. In CCl4 solution the partial cone is preserved for the anti form (3378 and 3187 cm-1) while the corresponding syn form mainly adopts a cone conformation characterized by O-H stretching vibrations at 3360 and 3168 cm-1.

AB - The molecular conformation of the anti form of the title compound, i.e. with the two neighbouring phenylethylether fragments in anti positions, is a partial cone. The conformation is stabilized by two intramolecular hydrogen bonds. These bonds involve both the phenolic OH groups as donors and a hydroxyl group and an ethoxygroup as acceptors. FT-IR solid state spectra reveal two OH bands at 3388 and 3175 cm-1 which is in accordance with the observed hydrogen-bond configuration. In CCl4 solution the partial cone is preserved for the anti form (3378 and 3187 cm-1) while the corresponding syn form mainly adopts a cone conformation characterized by O-H stretching vibrations at 3360 and 3168 cm-1.

U2 - 10.1016/0022-2860(92)80004-2

DO - 10.1016/0022-2860(92)80004-2

M3 - Article

SN - 0022-2860

VL - 269

SP - 49

EP - 64

JO - Journal of molecular structure

JF - Journal of molecular structure

IS - 1-2

ER -

Spectroscopic and crystallographic study of 27,28-diethoxy-p-tert-butylcalix[4]arenes

Abstract

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