Facile syntheses, structural characterizations, and isomerization of disiloxane-1,3-diols

Hyeon Mo Cho; Sea Ho Jeon; Han Kuk Lee; Jung Hoon Kim; Sangwoo Park; Moon Gun Choi; Myong Euy Lee

doi:10.1016/j.jorganchem.2003.10.030

Facile syntheses, structural characterizations, and isomerization of disiloxane-1,3-diols

Hyeon Mo Cho, Sea Ho Jeon, Han Kuk Lee, Jung Hoon Kim, Sangwoo Park, Moon Gun Choi, Myong Euy Lee

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

7 Citations (Scopus)

Abstract

In the hydrolysis reaction of dichlorosilanes having an intramolecular coordinating atom, dcisiloxane-1,3-diols, [(OH){o-(CH₃) ₂NCH₂-C₆H₄}RSi]₂ O(R=CH₂=CH (1), C₆H₅ (2), o-(CH₃)₂NCH₂C₆H₄ (3), Me (4)), were obtained in high yields. The results of the crystal structure analyses of meso-2, rac-2a, rac-2b and 3 are reported. They showed strong intramolecular hydrogen bondings between the hydroxy group and the nitrogen atom. We have also found that the diastereomeric isomerization of meso-2 to rac-2 in CDCl₃ solvent containing moisture occurred to result in the 55:45 equilibrium mixtures of the isomers and vice versa.

Original language	English
Pages (from-to)	471-477
Number of pages	7
Journal	Journal of Organometallic Chemistry
Volume	689
Issue number	2
DOIs	https://doi.org/10.1016/j.jorganchem.2003.10.030
Publication status	Published - 2004 Jan 15

Bibliographical note

Funding Information:
This work was supported by Korea Research Foundation (KRF-2000-BSRI DP0228), a postdoctoral grant (2002) to Hyeon Mo Cho from Natural Science Research Institute, Yonsei University. We are also grateful to Professor Uk Lee (Pukyong National University) for crystallographic analyses.

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

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@article{69e8399aea474ffc88ae0881bfce682e,

title = "Facile syntheses, structural characterizations, and isomerization of disiloxane-1,3-diols",

abstract = "In the hydrolysis reaction of dichlorosilanes having an intramolecular coordinating atom, dcisiloxane-1,3-diols, [(OH){o-(CH3) 2NCH2-C6H4}RSi]2 O(R=CH2=CH (1), C6H5 (2), o-(CH3)2NCH2C6H4 (3), Me (4)), were obtained in high yields. The results of the crystal structure analyses of meso-2, rac-2a, rac-2b and 3 are reported. They showed strong intramolecular hydrogen bondings between the hydroxy group and the nitrogen atom. We have also found that the diastereomeric isomerization of meso-2 to rac-2 in CDCl3 solvent containing moisture occurred to result in the 55:45 equilibrium mixtures of the isomers and vice versa.",

author = "Cho, {Hyeon Mo} and Jeon, {Sea Ho} and Lee, {Han Kuk} and Kim, {Jung Hoon} and Sangwoo Park and Choi, {Moon Gun} and Lee, {Myong Euy}",

note = "Funding Information: This work was supported by Korea Research Foundation (KRF-2000-BSRI DP0228), a postdoctoral grant (2002) to Hyeon Mo Cho from Natural Science Research Institute, Yonsei University. We are also grateful to Professor Uk Lee (Pukyong National University) for crystallographic analyses.",

year = "2004",

month = jan,

day = "15",

doi = "10.1016/j.jorganchem.2003.10.030",

language = "English",

volume = "689",

pages = "471--477",

journal = "Journal of Organometallic Chemistry",

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T1 - Facile syntheses, structural characterizations, and isomerization of disiloxane-1,3-diols

AU - Cho, Hyeon Mo

AU - Jeon, Sea Ho

AU - Lee, Han Kuk

AU - Kim, Jung Hoon

AU - Park, Sangwoo

AU - Choi, Moon Gun

AU - Lee, Myong Euy

N1 - Funding Information: This work was supported by Korea Research Foundation (KRF-2000-BSRI DP0228), a postdoctoral grant (2002) to Hyeon Mo Cho from Natural Science Research Institute, Yonsei University. We are also grateful to Professor Uk Lee (Pukyong National University) for crystallographic analyses.

PY - 2004/1/15

Y1 - 2004/1/15

N2 - In the hydrolysis reaction of dichlorosilanes having an intramolecular coordinating atom, dcisiloxane-1,3-diols, [(OH){o-(CH3) 2NCH2-C6H4}RSi]2 O(R=CH2=CH (1), C6H5 (2), o-(CH3)2NCH2C6H4 (3), Me (4)), were obtained in high yields. The results of the crystal structure analyses of meso-2, rac-2a, rac-2b and 3 are reported. They showed strong intramolecular hydrogen bondings between the hydroxy group and the nitrogen atom. We have also found that the diastereomeric isomerization of meso-2 to rac-2 in CDCl3 solvent containing moisture occurred to result in the 55:45 equilibrium mixtures of the isomers and vice versa.

AB - In the hydrolysis reaction of dichlorosilanes having an intramolecular coordinating atom, dcisiloxane-1,3-diols, [(OH){o-(CH3) 2NCH2-C6H4}RSi]2 O(R=CH2=CH (1), C6H5 (2), o-(CH3)2NCH2C6H4 (3), Me (4)), were obtained in high yields. The results of the crystal structure analyses of meso-2, rac-2a, rac-2b and 3 are reported. They showed strong intramolecular hydrogen bondings between the hydroxy group and the nitrogen atom. We have also found that the diastereomeric isomerization of meso-2 to rac-2 in CDCl3 solvent containing moisture occurred to result in the 55:45 equilibrium mixtures of the isomers and vice versa.

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VL - 689

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JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

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ER -

Facile syntheses, structural characterizations, and isomerization of disiloxane-1,3-diols

Abstract

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