X-ray, IR and 1H-NMR structural and conformational study of highly congested 2-alkyl-1,3-diols and of 3-(1-adamantyl)pentane-2,4-dione

M. Moreno-Mañas; J. F. Piniella; A. Alvarez-Larena; N. Galvez; M. E. Lloris; J. Marquet; A. C. Siani; G. Germain

doi:10.1016/S0040-4020(01)88499-4

X-ray, IR and 1H-NMR structural and conformational study of highly congested 2-alkyl-1,3-diols and of 3-(1-adamantyl)pentane-2,4-dione

M. Moreno-Mañas, J. F. Piniella, A. Alvarez-Larena, N. Galvez, M. E. Lloris, J. Marquet, A. C. Siani, G. Germain

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

2 Citations (Scopus)

Abstract

Configuration of meso diols produced by LiA1H4 reduction of symmetric α-(1-adamantyl)-β-diketones has been determined by X-ray diffraction. Large C-C distances and C-C-C angles have been measured for these strained molecules. Most of the studied 1,3-diols, both meso and d,1, exist in solution in conformations possesing intramolecular hydrogen bond. The conformations of two diols were also studied in the crystal phase. © 1992.

Original language	English
Pages (from-to)	3611-3622
Journal	Tetrahedron
Volume	48
Issue number	17
DOIs	https://doi.org/10.1016/S0040-4020(01)88499-4
Publication status	Published - 1 Jan 1992

Keywords

Configuration determination
conformational analysis
hydrogen bond
infrared and 1H-NMR spectroscopy
pseudoasymmetric atoms
X-ray diffraction

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10.1016/S0040-4020(01)88499-4

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title = "X-ray, IR and 1H-NMR structural and conformational study of highly congested 2-alkyl-1,3-diols and of 3-(1-adamantyl)pentane-2,4-dione",

abstract = "Configuration of meso diols produced by LiA1H4 reduction of symmetric α-(1-adamantyl)-β-diketones has been determined by X-ray diffraction. Large C-C distances and C-C-C angles have been measured for these strained molecules. Most of the studied 1,3-diols, both meso and d,1, exist in solution in conformations possesing intramolecular hydrogen bond. The conformations of two diols were also studied in the crystal phase. {\textcopyright} 1992.",

keywords = "Configuration determination, conformational analysis, hydrogen bond, infrared and 1H-NMR spectroscopy, pseudoasymmetric atoms, X-ray diffraction",

author = "M. Moreno-Ma{\~n}as and Piniella, {J. F.} and A. Alvarez-Larena and N. Galvez and Lloris, {M. E.} and J. Marquet and Siani, {A. C.} and G. Germain",

year = "1992",

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doi = "10.1016/S0040-4020(01)88499-4",

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X-ray, IR and 1H-NMR structural and conformational study of highly congested 2-alkyl-1,3-diols and of 3-(1-adamantyl)pentane-2,4-dione. / Moreno-Mañas, M.; Piniella, J. F.; Alvarez-Larena, A.; Galvez, N.; Lloris, M. E.; Marquet, J.; Siani, A. C.; Germain, G.

In: Tetrahedron, Vol. 48, No. 17, 01.01.1992, p. 3611-3622.

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

TY - JOUR

T1 - X-ray, IR and 1H-NMR structural and conformational study of highly congested 2-alkyl-1,3-diols and of 3-(1-adamantyl)pentane-2,4-dione

AU - Moreno-Mañas, M.

AU - Piniella, J. F.

AU - Alvarez-Larena, A.

AU - Galvez, N.

AU - Lloris, M. E.

AU - Marquet, J.

AU - Siani, A. C.

AU - Germain, G.

PY - 1992/1/1

Y1 - 1992/1/1

N2 - Configuration of meso diols produced by LiA1H4 reduction of symmetric α-(1-adamantyl)-β-diketones has been determined by X-ray diffraction. Large C-C distances and C-C-C angles have been measured for these strained molecules. Most of the studied 1,3-diols, both meso and d,1, exist in solution in conformations possesing intramolecular hydrogen bond. The conformations of two diols were also studied in the crystal phase. © 1992.

AB - Configuration of meso diols produced by LiA1H4 reduction of symmetric α-(1-adamantyl)-β-diketones has been determined by X-ray diffraction. Large C-C distances and C-C-C angles have been measured for these strained molecules. Most of the studied 1,3-diols, both meso and d,1, exist in solution in conformations possesing intramolecular hydrogen bond. The conformations of two diols were also studied in the crystal phase. © 1992.

KW - Configuration determination

KW - conformational analysis

KW - hydrogen bond

KW - infrared and 1H-NMR spectroscopy

KW - pseudoasymmetric atoms

KW - X-ray diffraction

U2 - 10.1016/S0040-4020(01)88499-4

DO - 10.1016/S0040-4020(01)88499-4

M3 - Article

VL - 48

SP - 3611

EP - 3622

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 17

ER -