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Journal articles on the topic 'Trans-cyclohexanediol'

Author: Grafiati

Published: 7 June 2025

Last updated: 2 August 2025

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1

Jouaiti, Abdelaziz, Philippe Grosshans, Nathalie Kyritsakas, Sylvie Ferlay, Marc Henry, and Mir Wais Hosseini. "Crystal formation of 1D coordination polymers based on chiral, achiral and racemic 1,2-cyclohexane scaffolds." CrystEngComm 22, no. 10 (2020): 1746–53. http://dx.doi.org/10.1039/c9ce01781j.

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Enantiomerically pure ligands (1a and 1b) and meso1c based on trans-1,2-cyclohexanediol and cis-1,2-cyclohexanediol, respectively, were used for the formation of zigzag 1D coordination polymers, when combined with bent HgCl<sub>2</sub>.

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2

Gao, Ji-Xing, Zhong-Xia Wang, Yuan-Yuan Tang, et al. "The distinguishing of cis–trans isomers enabled via dielectric/ferroelectric signal feedback in a supramolecular Cu(1,10-phenanthroline)2SeO4·(diol) system." Journal of Materials Chemistry C 7, no. 35 (2019): 11022–28. http://dx.doi.org/10.1039/c9tc03462e.

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3

Loehlin, James H., Michelle Lee, and Christina M. Woo. "Hydrogen-bond patterns and the structures of 1,4-cyclohexanediol: 2:1 cis:trans-1,4-cyclohexanediol." Acta Crystallographica Section B Structural Science 64, no. 5 (2008): 583–88. http://dx.doi.org/10.1107/s0108768108019460.

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The structure of a co-crystal with both trans and cis isomers of 1,4-cyclohexanediol (1,4-CHD) is reported. The intermolecular hydrogen-bond patterns are described and compared with those of the all trans structure, using the graph-set model. A second crystal with possible cis/trans disorder is also described. The results of molecular modeling of the simple isomers and conformers are compared with the known structures.

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4

Mills, G. A., and V. Walker. "Urinary excretion of cyclohexanediol, a metabolite of the solvent cyclohexanone, by infants in a special care unit." Clinical Chemistry 36, no. 6 (1990): 870–74. http://dx.doi.org/10.1093/clinchem/36.6.870.

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Abstract Using gas chromatography-mass spectrometry, we investigated the urinary excretion of organic acids of 278 newborn babies in a special care unit to obtain reference data and monitor metabolism. In 101 of 584 urine samples analyzed, we found isomers of cyclohexanediol. trans-1,2-Cyclohexanediol was always most abundant, with small amounts of 1,3- and 1,4-cyclohexanediol and, sometimes, traces of cis-1,2-cyclohexanediol. Glucuronide conjugates were not detected. The probable source was the solvent cyclohexanone, which was found as a contaminant of intravenous dextrose and the parenteral

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5

Chatterjee, A., M. Sasikumar,, and N. N. Joshi. "Preparation of Enantiopure trans‐1,2‐Cyclohexanediol and trans‐2‐Aminocyclohexanol." Synthetic Communications 37, no. 10 (2007): 1727–33. http://dx.doi.org/10.1080/00397910701266075.

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6

Forquin, Benjamin, Julien Berthaud, Abdelaziz Jouaiti, Nathalie Kyritskas, Sylvie Ferlay, and Mir Wais Hosseini. "Molecular tectonics: enantiomerically pure chiral crystals based on trans-1,2-cyclohexanediol." CrystEngComm 21, no. 34 (2019): 5129–36. http://dx.doi.org/10.1039/c9ce00807a.

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Enantiomerically pure trans-1,2-cyclohexanediol ((R,R) or (S,S)) based organic ligands act self-complementary units. In addition, their coordination behavior towards Cd<sup>2+</sup> cation in the presence of N donor ancillary ligand was investigated.

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7

Lloyd, Michael A., Garth E. Patterson, Greg H. Simpson, et al. "Solid-state compounds of stereoisomers: cis and trans isomers of 1,2-cyclohexanediol and 2,3-tetralindiol." Acta Crystallographica Section B Structural Science 63, no. 3 (2007): 433–47. http://dx.doi.org/10.1107/s0108768107010579.

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The phases of 1,2,3,4-tetrahydro-2,3-naphthalenediol (or 2,3-tetralindiol) and of 1,2-cyclohexanediol have been investigated. The structure of a very stable 1:1 compound (or co-crystal) of the cis and trans isomers of 2,3-tetralindiol, the existence of which has been known for nearly a century, has finally been determined. No evidence of any analogous compound between the cis and trans isomers of 1,2-cyclohexanediol has been found. The formation of solid-state compounds of stereoisomers is rare; it probably occurs only if the crystal packing of at least one of the isomers is unfavorable, e.g.

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8

Molnár, Péter, Paul Thorey, György Bánsághi, et al. "Resolution of racemic trans-1,2-cyclohexanediol with tartaric acid." Tetrahedron: Asymmetry 19, no. 13 (2008): 1587–92. http://dx.doi.org/10.1016/j.tetasy.2008.06.023.

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9

Caron, Gaetan, and Romas J. Kazlauskas. "An optimized sequential kinetic resolution of trans-1,2-cyclohexanediol." Journal of Organic Chemistry 56, no. 26 (1991): 7251–56. http://dx.doi.org/10.1021/jo00026a014.

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10

Wang, Yuguang, Lihua Yu, Bingchun Zhu, and Lei Yu. "Design and preparation of a polymer resin-supported organoselenium catalyst with industrial potential." Journal of Materials Chemistry A 4, no. 28 (2016): 10828–33. http://dx.doi.org/10.1039/c6ta02566h.

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Hexavalent Se? Yes! Selenium on polymers exhibits quite different properties compared to that in small molecules. Hexavalent Se, rare in organoselenium chemistry, is found to be the major species on polymers. The high-valent Se species on recyclable polymer resins could quickly catalyze the oxidation reaction of cyclohexene in water to produce trans-1,2-cyclohexanediol in almost quantitative yield with no excess H<sub>2</sub>O<sub>2</sub>.

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11

Rosado, Mário T. S., Teresa M. R. Maria, Ricardo A. E. Castro, João Canotilho, Manuela Ramos Silva, and M. Ermelinda S. Eusébio. "Molecular structure and polymorphism of a cyclohexanediol: trans-1,4-cyclohexanedimethanol." CrystEngComm 16, no. 48 (2014): 10977–86. http://dx.doi.org/10.1039/c4ce01211a.

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12

Leitão, M. Luı́sa P., M. Ermelinda Eusébio, Teresa M. R. Maria, and J. S. Redinha. "(Solid + liquid) phase diagram for trans -1,2-cyclohexanediol enantiomer mixtures." Journal of Chemical Thermodynamics 34, no. 4 (2002): 557–68. http://dx.doi.org/10.1006/jcht.2001.0927.

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13

Lehtonen, Ari, Raikko Kivekäs, and Reijo Sillanpää. "The separation of cis- and trans-1,3-cyclohexanediol isomers by copper complexation. Crystal structures of cis-1,3-cyclohexanediol and copper(II) chloride cis-1,3-cyclohexanediol complex." Polyhedron 21, no. 11 (2002): 1133–38. http://dx.doi.org/10.1016/s0277-5387(02)00934-8.

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14

Brisach-Wittmeyer, Anne, Nicolas-Alexandre Bouchard, Raymond Breault, and Hugues Ménard. "Electrocatalytic hydrogenation of catechol on Rh–Al2O3 in different media — pH-Dependent reduction mechanism for intermediate formation." Canadian Journal of Chemistry 84, no. 12 (2006): 1640–47. http://dx.doi.org/10.1139/v06-169.

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The electrocatalytic hydrogenation of catechol was carried out in aqueous media in different pH ranges with Rh–Al2O3 powder catalyst. The reactions were conducted in an H-cell used as a dynamic cell, with a reticulated vitreous carbon electrode in contact with the catalyst powder as the working electrode. It was shown that the final product is 1,2-cyclohexanediol (cis and trans isomers) and that several intermediates are detected depending on the pH of the solution. Different media, from pH 5 to 13, were studied. One of the intermediates is 1,2-cyclohexanedione, detected at all pH values. The

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15

Wang, J., Y. L. Bennani, F. Bélanger-Gariépy, and S. Hanessian. "Structure of DL-dichloro(trans-1,2-diamino-trans-3,6-cyclohexanediol)platinum(II) monohydrate, [PtCl2(C6H14N2O2)].H2O." Acta Crystallographica Section C Crystal Structure Communications 47, no. 5 (1991): 1067–69. http://dx.doi.org/10.1107/s0108270190011647.

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16

ZHOU, Cairong, Xiaohua SHI, Haifeng WANG, Yuguo GAO, and Denggao JIANG. "Solid-Liquid Equilibria of trans-1,2-Cyclohexanediol+Butyl Acetate+ Water Ternary System." Chinese Journal of Chemical Engineering 15, no. 3 (2007): 449–52. http://dx.doi.org/10.1016/s1004-9541(07)60106-2.

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17

Solmi, Stefania, Elena Rozhko, Andrea Malmusi, et al. "The oxidative cleavage of trans-1,2-cyclohexanediol with O2: Catalysis by supported Au nanoparticles." Applied Catalysis A: General 557 (May 2018): 89–98. http://dx.doi.org/10.1016/j.apcata.2018.03.019.

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18

Pang, Zeng-bo, Hai-feng Li, Mi Tian, and Lai-lai Wang. "Chiral diphosphites derived from (1R,2R)-trans-1,2-cyclohexanediol: a new class of ligands for asymmetric hydrogenations." Tetrahedron: Asymmetry 26, no. 24 (2015): 1389–93. http://dx.doi.org/10.1016/j.tetasy.2015.10.020.

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19

Nagasawa, Jun'ichi, Masaru Yoshida, and Nobuyuki Tamaoki. "Synthesis, Gelation Properties and Photopolymerization of Macrocyclic Diacetylenedicarboxamides Derived from L-Glutamic Acid and trans-1,4-Cyclohexanediol." European Journal of Organic Chemistry 2011, no. 12 (2011): 2247–55. http://dx.doi.org/10.1002/ejoc.201001533.

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20

Fuhrhop, Jürgen-Hinrich, Thomas Bedurke, Michael Gnade, Johannes Schneider, and Karl Doblhofer. "Hydrophobic Gaps of Steroid Size in a Surface Monolayer Collect 1,2-trans-Cyclohexanediol and Glucose from Bulk Water." Langmuir 13, no. 3 (1997): 455–59. http://dx.doi.org/10.1021/la960990v.

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21

Charette, André B., and Jean-François Marcoux. "The use of 1,2-trans-cyclohexanediol as an efficient chiral auxiliary for the asymmetric cyclopropanation of allylic ethers." Tetrahedron Letters 34, no. 45 (1993): 7157–60. http://dx.doi.org/10.1016/s0040-4039(00)79275-6.

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22

Pang, Zengbo, Mi Tian, Haifeng Li, and Lailai Wang. "Asymmetric Allylic Alkylation and Hydrogenation with Transition Metal Complexes of Diphosphite Ligands Based on (1S,2S)-Trans-1,2-cyclohexanediol." Catalysis Letters 147, no. 4 (2017): 893–99. http://dx.doi.org/10.1007/s10562-017-1986-8.

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23

CHARETTE, A. B., and J. F. MARCOUX. "ChemInform Abstract: The Use of 1,2-trans-Cyclohexanediol as an Efficient Chiral Auxiliary for the Asymmetric Cyclopropanation of Allylic Ethers." ChemInform 25, no. 18 (2010): no. http://dx.doi.org/10.1002/chin.199418028.

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24

Khera, Smriti, Gloria Montenegro, and Barbara Timmermann. "Phytochemical Investigations of an Antitubercular Extract of Chilean Myrcianthes coquimbensis and Related Populations." Natural Product Communications 2, no. 10 (2007): 1934578X0700201. http://dx.doi.org/10.1177/1934578x0700201002.

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The CH2Cl2-MeOH (1:1) extract of a Chilean plant Myrcianthes coquimbensis (Barnéoud) Landrum et Grifo was found to inhibit the growth of Mycobacterium tuberculosis by 73% at a concentration of 50 μg/mL. The bioassay guided separation of this extract led to the isolation of a new monoterpene (1 S,3 S,4 R)-1-methyl-4-(1-methylethenyl)-1,3-cyclohexanediol (3β-hydroxy- cis-β-terpineol, 1), along with oleanolic acid, 3β-caffeoyl-olean-12-en-28-oic acid, trans-(+)-sobrerol, epi-catechin, and catechin. The structure of 1 was determined by GC/MS, and 1D and 2D NMR spectroscopic experiments, and its ab

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25

Li, Xilian, Binpeng Xu, Peijing Shen, Haihua Cheng, Yunpeng Fan, and Qiang Gao. "Regulation and Response Mechanism of Acute Low-Salinity Stress during Larval Stages in Macrobrachium rosenbergii Based on Multi-Omics Analysis." International Journal of Molecular Sciences 25, no. 12 (2024): 6809. http://dx.doi.org/10.3390/ijms25126809.

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Macrobrachium rosenbergii is an essential species for freshwater economic aquaculture in China, but in the larval process, their salinity requirement is high, which leads to salinity stress in the water. In order to elucidate the mechanisms regulating the response of M. rosenbergii to acute low-salinity exposure, we conducted a comprehensive study of the response of M. rosenbergii exposed to different salinities’ (0‰, 6‰, and 12‰) data for 120 h. The activities of catalase, superoxide dismutase, and glutathione peroxidase were found to be significantly inhibited in the hepatopancreas and muscl

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26

Buyck, Laurent De, Jan Vanslembrouck, Norbert De Kimpe, Roland Verhé, and Niceas Schamp. "Practical Synthesis of 2,2,5,5-Tetrachloro-1,6-Hexanedioic Acid, from Trans-1,2-Cyclohexanediol or Cyclohexanone, Involving Oxidation of 3,3,6,6-Tetrachloro-1,2-Cyclohexanedione." Bulletin des Sociétés Chimiques Belges 93, no. 10 (2010): 913–18. http://dx.doi.org/10.1002/bscb.19840931010.

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27

Sadocha, A., Ł. Dobrzycki, G. Cichowicz, M. K. Cyrański, and R. Boese. "Synthesis and structural studies of cocrystals of cis and trans isomers of 1,2-cyclohexanediol with selected amines." Acta Crystallographica Section A Foundations and Advances 78, a2 (2022): a700. http://dx.doi.org/10.1107/s2053273322090787.

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28

Sharma, Vijay, Michel Simard, and James D. Wuest. "Complex of a silyl ether with a dichloroaluminum alkoxide. Reaction of the bis(trimethylsilyl) ether of trans-1,2-cyclohexanediol with aluminum chloride." Inorganic Chemistry 30, no. 3 (1991): 579–81. http://dx.doi.org/10.1021/ic00003a048.

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29

Yu, Lei, Jun Wang, Tian Chen, Yuguang Wang, and Qing Xu. "Recyclable 1,2-bis[3,5-bis(trifluoromethyl)phenyl]diselane-catalyzed oxidation of cyclohexene with H2 O2 : a practical access to trans -1,2-cyclohexanediol." Applied Organometallic Chemistry 28, no. 8 (2014): 652–56. http://dx.doi.org/10.1002/aoc.3175.

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30

Siegler, Maxime A., Yigang Fu, Greg H. Simpson, Daniel P. King, Sean Parkin, and Carolyn Pratt Brock. "An unexpected co-crystal with a variable degree of order: 1:1 rac-1,2-cyclohexanediol/triphenylphosphine oxide." Acta Crystallographica Section B Structural Science 63, no. 6 (2007): 912–25. http://dx.doi.org/10.1107/s0108768107054699.

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A 1:1 co-crystal of rac-trans-1,2-C6H10(OH)2 and (C6H5)3PO has been found that is unusual because there are no strong interactions between the two kinds of molecules, which are segregated into layers. Furthermore, neither pure rac-1,2-cyclohexanediol (CHD) nor pure triphenylphosphine oxide (TPPO) has any obvious packing problem that would make the formation of inclusion complexes likely. The TPPO layers are very much like those found in two of the four known polymorphs of pure TPPO. The hydrogen-bonded ribbons of CHD are similar to those found in other vic-diol crystals. The co-crystals are tr

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31

Yamamoto, Keiji, Takahito Kitayoshi, Satoshi Nishimura, Fumio Chatani, and Toshifumi Watanabe. "Absence of Interactive Effects of trans-1,2-Cyclohexanediol, a Major Metabolite of the Side-Chain of Candesartan Cilexetil, on Digoxin-Induced Arrhythmias in Dogs." Journal of Pharmacological Sciences 92, no. 4 (2003): 387–99. http://dx.doi.org/10.1254/jphs.92.387.

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32

SHARMA, V., M. SIMARD, and J. D. WUEST. "ChemInform Abstract: Complex of a Silyl Ether with a Dichloroaluminum Alkoxide. Reaction of the Bis(trimethylsilyl) Ether of trans-1,2-Cyclohexanediol with Aluminum Chloride." ChemInform 22, no. 22 (2010): no. http://dx.doi.org/10.1002/chin.199122208.

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33

Lacruz, Amado, Mireia Salvador, Miren Blanco, et al. "Biobased Waterborne Polyurethane-Ureas Modified with POSS-OH for Fluorine-Free Hydrophobic Textile Coatings." Polymers 13, no. 20 (2021): 3526. http://dx.doi.org/10.3390/polym13203526.

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Waterborne polyurethane-urea dispersions (WPUD), which are based on fully biobased amorphous polyester polyol and isophorone diisocyanate (IPDI), have been successfully synthesized obtaining a finishing agent that provides textiles with an enhanced hydrophobicity and water column. Grafting of trans-cyclohexanediol isobutyl POSS (POSS-OH) to the biobased polymer backbone has also been investigated for the first time and its properties compared to a standard chain extender, 1,3-propanediol (PDO). The chemical structure of WPUD has been characterized by Fourier-transform infrared spectroscopy (FT

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34

Fife, Thomas H., and R. Natarajan. "General acid catalyzed acetal hydrolysis. The hydrolysis of acetals and ketals of cis- and trans-1,2-cyclohexanediol. Changes in rate-determining step and mechanism as a function of pH." Journal of the American Chemical Society 108, no. 25 (1986): 8050–56. http://dx.doi.org/10.1021/ja00285a028.

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35

Thorey, Paul, Petra Bombicz, Imre Miklós Szilágyi, et al. "Co-crystal of (R,R)-1,2-cyclohexanediol with (R,R)-tartaric acid, a key structure in resolution of the (±)-trans-diol by supercritical extraction, and the related ternary phase system." Thermochimica Acta 497, no. 1-2 (2010): 129–36. http://dx.doi.org/10.1016/j.tca.2009.09.001.

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36

Paoloni, Lorenzo, Giuseppe Mazzeo, Giovanna Longhi, et al. "Toward Fully Unsupervised Anharmonic Computations Complementing Experiment for Robust and Reliable Assignment and Interpretation of IR and VCD Spectra from Mid-IR to NIR: The Case of 2,3-Butanediol and trans-1,2-Cyclohexanediol." Journal of Physical Chemistry A 124, no. 5 (2020): 1011–24. http://dx.doi.org/10.1021/acs.jpca.9b11025.

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37

Chatterjee, A., M. Sasikumar, and N. N. Joshi. "Preparation of Enantiopure trans-1,2-Cyclohexanediol and trans-2-Aminocyclohexanol." ChemInform 38, no. 45 (2007). http://dx.doi.org/10.1002/chin.200745058.

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38

Adlercreutz, Patrick. "Oxidation of trans- and cis-1,2-cyclohexanediol by Gluconobacter oxydans." Applied Microbiology and Biotechnology 30, no. 3 (1989). http://dx.doi.org/10.1007/bf00256215.

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39

Budagova, R.N. "SYNTHESIS AND PROPERTIES OF NEW OXYGEN-CONTAINING CROWN ETHERS BASED ON DIVALENT ALCOHOLS." December 26, 2024. https://doi.org/10.5281/zenodo.14556858.

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<em>The polycondensation reaction of ethylene glycol and trans-cyclohexanediol with ethylene oxide in the presence of alkali has been carried out. Based on the optimum mode of preparation of crown ethers, a new class of organic compounds was selected. Depending on the molar ratio of the initial divalent alcohols and ethylene oxide, new oxygencontaining macrocyclic polyethers were synthesised and investigated. The composition and structure of the crown ethers were proved by <sup>1</sup>H NMR, IR spectroscopy. The physicochemical parameters of the synthesised compounds have been determined. The

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40

"Catalytic Oxidation of Cyclohexene to Trans-1,2-cyclohexanediol by H2O2 with the Presence of Ionic Liquids." Chinese Journal of Applied Chemistry 28, no. 06 (2011): 662–66. http://dx.doi.org/10.3724/sp.j.1095.2011.00435.

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41

Pang, Zeng-bo, Hai-feng Li, Mi Tian, and Lai-lai Wang. "ChemInform Abstract: Chiral Diphosphites Derived from (1R,2R)-trans-1,2-Cyclohexanediol: A New Class of Ligands for Asymmetric Hydrogenations." ChemInform 47, no. 16 (2016). http://dx.doi.org/10.1002/chin.201616071.

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42

DE BUYCK, L., J. VANSLEMBROUCK, N. DE KIMPE, R. VERHE, and N. SCHAMP. "ChemInform Abstract: PRACTICAL SYNTHESIS OF 2,2,5,5-TETRACHLORO-1,6-HEXANEDIOIC ACID, FROM TRANS-1,2-CYCLOHEXANEDIOL OR CYCLOHEXANONE, INVOLVING OXIDATION OF 3,3,6,6-TETRACHLORO-1,2-CYCLOHEXANEDIONE." Chemischer Informationsdienst 16, no. 14 (1985). http://dx.doi.org/10.1002/chin.198514168.

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43

Gupta, Ria, Jordan Kuiper, Jessie Buckley, et al. "Abstract 14308: Perioperative Cyclohexanone Exposure During Neonatal Congenital Heart Surgery Potentiates Brain Injury." Circulation 148, Suppl_1 (2023). http://dx.doi.org/10.1161/circ.148.suppl_1.14308.

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Introduction: Neurodevelopmental delay is hallmark for children with congenital heart defects. Risk factors include industrial contaminants in medical devices, such as cyclohexanone. Hypothesis: To evaluate associations between perioperative cyclohexanone and cyclohexanone metabolites with perioperative biomarkers of brain injury. Methods: From 75 neonates who underwent congenital heart surgery involving cardiopulmonary bypass (CPB), we assayed perioperative serum samples (preoperation, post-CPB, 24 hours postoperation) for cyclohexanone, two cyclohexanone metabolites (trans-1,2- and trans-1,4

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44

FIFE, T. H., and R. NATARAJAN. "ChemInform Abstract: General Acid Catalyzed Acetal Hydrolysis. The Hydrolysis of Acetals and Ketals of cis- and trans-1,2-Cyclohexanediol. Changes in Rate-Determining Step and Mechanism as a Function of pH." ChemInform 18, no. 17 (1987). http://dx.doi.org/10.1002/chin.198717087.

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