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

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

Fingerprint

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

Cite this

Cho, H. M., Jeon, S. H., Lee, H. K., Kim, J. H., Park, S., Choi, M. G., & Lee, M. E. (2004). Facile syntheses, structural characterizations, and isomerization of disiloxane-1,3-diols. Journal of Organometallic Chemistry, 689(2), 471-477. https://doi.org/10.1016/j.jorganchem.2003.10.030

@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}",

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",

issn = "0022-328X",

publisher = "Elsevier",

number = "2",

}

TY - JOUR

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

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.

UR - http://www.scopus.com/inward/record.url?scp=0345761421&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0345761421&partnerID=8YFLogxK

U2 - 10.1016/j.jorganchem.2003.10.030

DO - 10.1016/j.jorganchem.2003.10.030

M3 - Article

AN - SCOPUS:0345761421

VL - 689

SP - 471

EP - 477

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

SN - 0022-328X

IS - 2

ER -

Access to Document

10.1016/j.jorganchem.2003.10.030