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Journal articles on the topic 'Calix[4]-1,3-crown'

Author: Grafiati

Published: 28 May 2022

Last updated: 31 July 2025

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1

Geraci, Corrada, Grazia M. L. Consoli, Mario Piattelli, and Placido Neri. "Doubly Bridged Calix[8]crowns." Collection of Czechoslovak Chemical Communications 69, no. 6 (2004): 1345–61. http://dx.doi.org/10.1135/cccc20041345.

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Biscrowned calix[8]arenes were obtained by alkylation of p-tert-butylcalix[8]arene or calix[8]monocrowns with triethylene glycol ditosylate, in the presence of various bases. Of the 22 possible isomers, 1,4:2,5-, 1,3:2,5-, 1,4:2,3-, 1,4:5,8-, and 1,2:3,4-calix[8]biscrown-4 (3-7) were isolated in 7-30% yields. The presence of two crown bridges in 1,3:2,5- and 1,4:2,5-biscrown-4 (4, 5) leads to a significant rigidness of the calix[8]arene macrocycle and implies inherent chirality. The increased preorganization of calix[8]biscrowns, with respect to monocrowns, leads to significant complexing abil

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2

Bauer, David, Markus Blumberg, Martin Köckerling, and Constantin Mamat. "A comparative evaluation of calix[4]arene-1,3-crown-6 as a ligand for selected divalent cations of radiopharmaceutical interest." RSC Advances 9, no. 55 (2019): 32357–66. http://dx.doi.org/10.1039/c9ra07293d.

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The stability constants of the promising ligand calix[4]arene-1,3-crown-6 and divalent metals of radiopharmaceutical interest: lead, barium, and strontium, were determined via NMR and UV/Vis techniques.

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3

Blumberg, Markus, Karrar Al-Ameed, Erik Eiselt, Sandra Luber, and Constantin Mamat. "Synthesis of Ionizable Calix[4]arenes for Chelation of Selected Divalent Cations." Molecules 27, no. 5 (2022): 1478. http://dx.doi.org/10.3390/molecules27051478.

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Two sets of functionalised calix[4]arenes, either with a 1,3-crown ether bridge or with an open-chain oligo ether moiety in 1,3-position were prepared and further equipped with additional deprotonisable sulfonamide groups to establish chelating systems for selected cations Sr2+, Ba2+, and Pb2+ ions. To improve the complexation behaviour towards these cations, calix[4]arenes with oligo ether groups and modified crowns of different sizes were synthesized. Association constants were determined by UV/Vis titration in acetonitrile using the respective perchlorate salts and logK values between 3.2 a

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4

Thu�ry, P., M. Nierlich, C. Bressot, et al. "Crystal and molecular structures of binuclear caesium complexes with 1,3-calix[4]-bis-crown-6 and 1,3-calix[4]-bis-benzo-crown-6." Journal of Inclusion Phenomena and Molecular Recognition in Chemistry 23, no. 4 (1996): 305–12. http://dx.doi.org/10.1007/bf00707934.

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5

Xia, Yu-Xiang, Hao-Hui Zhou, Yue Yin, Nan Qiu, Jun Luo, and Guang-Ya Xiang. "Intramolecular cyclization strategy: synthesis of 1,3- and 1,2-calix[4]crown-7 and calix[4]crown-9 cone conformers." Journal of Inclusion Phenomena and Macrocyclic Chemistry 68, no. 3-4 (2010): 423–29. http://dx.doi.org/10.1007/s10847-010-9802-8.

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6

Thuéry, P., M. Nierlich, V. Lamare, J. F. Dozol, Z. Asfari, and J. Vicens. "Caesium Iodide Complex of 1,3-Calix[4]-bis-crown-6." Acta Crystallographica Section C Crystal Structure Communications 52, no. 11 (1996): 2729–31. http://dx.doi.org/10.1107/s0108270196006786.

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7

Yang, Fafu, Biqiong Hong, Hongyu Guo, Zhisheng Huang, and Xiaoyi Zhang. "Synthesis of Novel Chiral Calix[4]crown: Lariat Calix[4]-1,3-aza-crown with Chiral Amino Acid Group as Branched Chain." Letters in Organic Chemistry 8, no. 5 (2011): 358–60. http://dx.doi.org/10.2174/157017811795685009.

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8

Grofcsik, András, Péter Baranyai, István Bitter, et al. "Photochromism of a spiropyran derivative of 1,3-calix[4]crown-5." Journal of Molecular Structure 614, no. 1-3 (2002): 69–73. http://dx.doi.org/10.1016/s0022-2860(02)00242-9.

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9

Santoyo-González, Francisco, Antonio Torres-Pinedo, and Claudio Saitz Barria. "An Efficient Synthesis of Bis(calix[4]arenes), Bis(crown ether)-Substituted Calix[4]arenes, Aza-Crown Calix[4]arenes, and Thiaza-Crown Calix[4]arenes." European Journal of Organic Chemistry 2000, no. 21 (2000): 3587–93. http://dx.doi.org/10.1002/1099-0690(200011)2000:21<3587::aid-ejoc3587>3.0.co;2-d.

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10

Kim, Jong Seung, Won Ku Lee, Il-Hwan Suh, Jin-Gyu Kim, Juyoung Yoon, and Joung Hae Lee. "Heterogeneous Binuclear Complexation of 1,3-Alternate Calix[4]-Bis-Crown Bearing Two Different Crown Rings." Journal of Organic Chemistry 65, no. 21 (2000): 7215–17. http://dx.doi.org/10.1021/jo000671f.

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11

Santoyo-Gonzalez, Francisco, Antonio Torres-Pinedo, and Claudio Saitz Barria. "ChemInform Abstract: An Efficient Synthesis of Bis(calix[4]arenes), Bis(crown ether)-Substituted Calix[4]arenes, Aza-Crown Calix[4]arenes, and Thiaza-Crown Calix[4]arenes." ChemInform 32, no. 4 (2001): no. http://dx.doi.org/10.1002/chin.200104186.

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12

Asfari, Zouhair, Pierre Thuéry, Martine Nierlich, and Jacques Vicens. "Synthesis and Characterization of p-t-Butyl Calix[4]crown-4 and its Double Calix[4]arene Dimer." Australian Journal of Chemistry 52, no. 5 (1999): 343. http://dx.doi.org/10.1071/ch98167.

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The preparation, separation, characterization and crystal structure determinations of the 1+1 and 2+2 condensation products, p-t-butyl calix[4]crown-4 (1) and its dimer double calix[4]arene double crown-4 (2), resulting from the reaction of p-t-butylcalix[4]arene with triethylene glycol ditosylate in the presence of a base are reported.

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13

Kim, Seulgi, Jong Hwa Jung, Shim Sung Lee, and In-Hyeok Park. "Regioisomers of singly bridged calix[6]crown-6 and their heavy alkali metal complexes: a molecular baseball glove for caesium(I)." IUCrJ 9, no. 1 (2021): 43–48. http://dx.doi.org/10.1107/s2052252521010563.

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We report the formation of heavy alkali metal complexes of bicyclic host molecules including the caesium(I) complex that catches the central metal ion with the deep pocket of the host similar to a baseball glove. For this, three regioisomers of singly bridged calix[6]crown-6 [1,2-bridged (H4 L 1,2), 1,3-bridged (H4 L 1,3) and 1,4-bridged (H4 L 1,4)] have been synthesized by alkylation of calix[6]arene with pentaethylene glycol ditosylate in the presence of M 2CO3 (M = Na, K, Rb and Cs). The larger the cation size of the metal carbonate, the higher the yield of the H4 L 1,4 isomer, indicating t

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14

WANG, DI-FEI, and YUN-DONG WU. "A THEORETICAL COMPARISON OF CONFORMATIONAL FEATURES OF CALIX[4]AROMATICS." Journal of Theoretical and Computational Chemistry 03, no. 01 (2004): 51–68. http://dx.doi.org/10.1142/s0219633604000908.

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Although there are tremendous studies about the conformational feature of calix[4]arenes and its analogies, no theoretical study has been done systematically about why some structural modifications could completely lead to a change of conformational preference. For example, calix[4]arene 1 adopts a cone conformation while its analogue calix[4]pyrrole 7 only adopts a 1,3-alternate conformation. So if this is only because of the effect of OH—OH hydrogen bonds, then why does O-methyl substituted calix[4]arene 2 still has cone conformation? In this paper, the conformational features of a series of

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15

Yang, Yanfei, Eun Kyung Lee, and Richard A. Bartsch. "Di-ionizable calix[4]arene-1,3-crown-4 ligands with an enlarged crown ring: synthesis and metal ion extraction." Journal of Inclusion Phenomena and Macrocyclic Chemistry 81, no. 3-4 (2014): 367–76. http://dx.doi.org/10.1007/s10847-014-0463-x.

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16

Pulpoka, Buncha, Zouhair Asfari, and Jacques Vicens. "Synthesis of unsymmetrical calix[4]arene cryptand crown-6 in 1,3-alternate conformation." Tetrahedron Letters 37, no. 35 (1996): 6315–18. http://dx.doi.org/10.1016/0040-4039(96)01349-4.

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17

Shvedova, А. E., I. D. Deltsov, S. N. Sudakova, et al. "Synthesis and Spectral Properties of Conjugated Bis-1,3-diketo Derivatives of Calix[4]arene in the 1,3-alternate Isomeric Form and Their Complexes with Eu3+." Russian Journal of General Chemistry 94, no. 7 (2024): 1610–24. http://dx.doi.org/10.1134/s1070363224070028.

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Abstract Distally substituted bis-1,3-diketone derivatives of calix[4]arene were synthesized, in which chelate groups are attached via a carbonyl carbon atom to the p-positions of phenolic fragments of a macrocycle fixed in 1,3-alternate isomeric form. 1,3-Diketone derivatives were obtained by acylation of magnesium enolate of a calix[4]arene ketone with 1-benzoylbenzotriazoles. In the synthesized compounds, 1,3-diketone groups are conjugated with the π-aromatic system of calix[4]arene. It was found by means of UV spectroscopy and NMR diffusion methods in combination with quantum chemical (DFT

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18

Pappalardo, Sebatiano, and Melchiorre F. Parisi. "Inherently chiral calix[4]crown ethers." Tetrahedron Letters 37, no. 9 (1996): 1493–96. http://dx.doi.org/10.1016/0040-4039(96)00047-0.

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19

Yang, Fafu, Zhiqiang Liu, Zhisheng Huang, Hongyu Guo, and Biqiong Hong. "Syntheses of Novel Chiral Calix[4]crown: Lariat Calix[4]-1,3-aza-crowns with Chiral Amino Acid Groups as Branched Chains." Synthetic Communications 41, no. 23 (2011): 3485–90. http://dx.doi.org/10.1080/00397911.2010.518329.

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20

Yang, Fafu, Xilei Chen, Hongyu Guo, Xiuqin Cai, and Shen Lin. "Design and Syntheses of Novel Calix[4]crown: Calix[4]‐Dixanthates‐Crowns." Synthetic Communications 34, no. 19 (2004): 3513–19. http://dx.doi.org/10.1081/scc-200030980.

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21

Ryu, Byung-Ju, Nam-Joong Jeon, and Kye-Chun Nam. "1,3-Alternate Calix[4]arene Bifuntional Fluorescent Receptor Containing Urea and Crown Ether Moieties." Bulletin of the Korean Chemical Society 31, no. 11 (2010): 3445–47. http://dx.doi.org/10.5012/bkcs.2010.31.11.3445.

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22

Jaiyu, Arisa, Rojrit Rojanathanes, and Mongkol Sukwattanasinitt. "Stilbene-bridged 1,3-alternate calix[4]arene crown ether for selective alkali ion extraction." Tetrahedron Letters 48, no. 10 (2007): 1817–21. http://dx.doi.org/10.1016/j.tetlet.2007.01.026.

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23

Pellet-Rostaing, Stéphane, Frédéric Chitry, Laurence Nicod, and Marc Lemaire. "Synthesis and complexation properties of 1,3-alternate calix[4]arene-bis(crown-6) derivatives." Journal of the Chemical Society, Perkin Transactions 2, no. 8 (2001): 1426–32. http://dx.doi.org/10.1039/b009508g.

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24

Pinkhassik, Evgueni, Ivan Stibor, and Vladimír Havlíček. "Synthesis of New Chiral Ligands by Capping of Calix[4]arene Derivatives." Collection of Czechoslovak Chemical Communications 61, no. 8 (1996): 1182–90. http://dx.doi.org/10.1135/cccc19961182.

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Calix[4]arene derivatives are used as a scaffold for the attachment of chiral substituents. Calix[4]arenes having either lower or upper rim capped with chiral binaphtholic species 5 and 6, as well as new biscalix[4]arenodiaza-18-crown-6 (8), have been synthesized.

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25

Podyachev, Sergey N., Rustem R. Zairov, and Asiya R. Mustafina. "1,3-Diketone Calix[4]arene Derivatives—A New Type of Versatile Ligands for Metal Complexes and Nanoparticles." Molecules 26, no. 5 (2021): 1214. http://dx.doi.org/10.3390/molecules26051214.

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The present review is aimed at highlighting outlooks for cyclophanic 1,3-diketones as a new type of versatile ligands and building blocks of the nanomaterial for sensing and bioimaging. Thus, the main synthetic routes for achieving the structural diversity of cyclophanic 1,3-diketones are discussed. The structural diversity is demonstrated by variation of both cyclophanic backbones (calix[4]arene, calix[4]resorcinarene and thiacalix[4]arene) and embedding of different substituents onto lower or upper macrocyclic rims. The structural features of the cyclophanic 1,3-diketones are correlated with

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26

Pèpe, G., J. P. Astier, J. Estienne, C. Bressot, Z. Asfari, and J. Vicens. "1,2-Bis-crown-5-calix[4]arene." Acta Crystallographica Section C Crystal Structure Communications 51, no. 4 (1995): 726–29. http://dx.doi.org/10.1107/s0108270194002994.

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27

Kim, Jong Seung, Won Ku Lee, Do Young Ra, et al. "Potassium Sensing Calix[4]arene Crown Ethers." Microchemical Journal 59, no. 3 (1998): 464–71. http://dx.doi.org/10.1006/mchj.1998.1630.

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28

Kim, Jong Seung, Won Ku Lee, Kwanghyun No, Zouhair Asfari, and Jacques Vicens. "Two novel 1,3-calix[4]azacrowns." Tetrahedron Letters 41, no. 18 (2000): 3345–48. http://dx.doi.org/10.1016/s0040-4039(00)00382-8.

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29

Dozol, Hélène, Zouhair Asfari, Jacques Vicens, Pierre Thuéry, Martine Nierlich, and Jean-François Dozol. "Nitro derivatives of 1,3-calix[4]arene bis-crown-6. Synthesis, structure and complexing properties." Tetrahedron Letters 42, no. 47 (2001): 8285–87. http://dx.doi.org/10.1016/s0040-4039(01)01715-4.

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30

Asfari, Zouhair, Véronique Lamare, Jean-François Dozol, and Jacques Vicens. "A tribenzo modified 1,3-calix[4]-bis-crown-6: A highly selective receptor for cesium." Tetrahedron Letters 40, no. 4 (1999): 691–94. http://dx.doi.org/10.1016/s0040-4039(98)02422-8.

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31

Pulpoka, Buncha, Matinee Jamkratoke, Thawatchai Tuntulani, and Vithaya Ruangpornvisuti. "Synthesis of 1,3-alternate calix[4]-cyclen-benzo-crown-6 as a hard–soft receptor." Tetrahedron Letters 41, no. 47 (2000): 9167–71. http://dx.doi.org/10.1016/s0040-4039(00)01641-5.

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32

Kim, S. "Potassium ion-selective membrane electrodes based on 1,3-alternate calix[4]crown-5-azacrown-5." Talanta 61, no. 5 (2003): 709–16. http://dx.doi.org/10.1016/s0039-9140(03)00329-1.

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33

Saadioui, Mohamed, Zouhair Asfari, Pierre Thuéry, Martine Nierlich, and Jacques Vicens. "An azobenzene 1,3-alternate calix[4]-bis-crown and its 1:1 complex with cesium." Tetrahedron Letters 38, no. 32 (1997): 5643–46. http://dx.doi.org/10.1016/s0040-4039(97)01270-7.

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34

Nayak, Sandip K., and Manoj K. Choudhary. "Microwave-assisted synthesis of 1,3-dialkyl ethers of calix[4]arenes: application to the synthesis of cesium selective calix[4]crown-6 ionophores." Tetrahedron Letters 53, no. 2 (2012): 141–44. http://dx.doi.org/10.1016/j.tetlet.2011.10.142.

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35

Hu, Xubo, Yuanyin Chen, Zhenjiao Tian, and Jidong Xue. "Novel Exocyclic Ligands. Synthesis of Selenium Calix[4]arenes and Their High Extraction Selectivity for Ag+." Journal of Chemical Research 23, no. 5 (1999): 332–33. http://dx.doi.org/10.1177/174751989902300518.

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1,3-Lower rim selenium-containing calix[4]arenes are synthesized from 1,3-di(2-chloroethoxy)- p- tert-butylcalix[4]arene and corresponding diselenides, and found to possess high Ag+ extraction selectivity.

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36

Thuéry, Pierre, Martine Nierlich, Roberto Calemczuk, Mohamed Saadioui, Zouhair Asfari, and Jacques Vicens. "Three conformational polymorphs and order–disorder phase transition in a calix[4]arene bis(crown)." Acta Crystallographica Section B Structural Science 55, no. 1 (1999): 95–103. http://dx.doi.org/10.1107/s0108768198009252.

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Three polymorphs of a calix[4]arene fixed in the 1,3-alternate conformation by two bridges, a crown-6 on one side and a crown-6 including a photoisomerizable azobenzene unit on the other, 8,11,14,28,31,34,37,40,43,57,60,63-dodecaoxa-2,3-diazanonacyclo[62.2.2.24,7.116,45.126,55.015,20.022,27.044,49.051,56]doheptaconta-1(66),2,4,6,15,17,19,22,24,26,44,46,48,51,53,55,64,67,69-nonadecene, have been characterized by single-crystal X-ray diffraction. In all the polymorphs the azobenzene group is in the more stable trans conformation. The polymorphism arises from the high conformational flexibility o

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37

Yang, Yanfei, Xiaodan Cao, David W. Purkiss, John F. Cannon, and Richard A. Bartsch. "Di-ionizable calix[4]arene-1,3-crown-4 ligands in 1,3-alternate, cone, and partial-cone conformations: synthesis and metal ion extractions." Tetrahedron 68, no. 10 (2012): 2233–44. http://dx.doi.org/10.1016/j.tet.2012.01.051.

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38

Xu, Xuemei, Zaigang Luo, and Chao Ma. "Synthesis and Crystal Structure of Calix[4]arene Derivative Containing 1,3-Diketo Moieties." Letters in Organic Chemistry 16, no. 9 (2019): 735–39. http://dx.doi.org/10.2174/1570178615666181102121349.

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The synthesis of the calix[4]arene derivative containing 1,3-diketo moieties via direct Claisen condensation without protection of the unsubstituted phenolic OH groups is reported. Single crystal X-ray diffraction analysis reveals that the calix unit to be in a cone conformation incorporating two 1,3-diketo subunits disposed in alternate position at the lower rim. And the crystal packing reveals that the overall packing of the complex is staggered anti-parallelly.

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39

Maftei, Catalin V., Elena Fodor, Peter G. Jones, M. Heiko Franz, Corneliu M. Davidescu, and Ion Neda. "Asymmetric calixarene derivatives as potential hosts in chiral recognition processes." Pure and Applied Chemistry 87, no. 4 (2015): 415–39. http://dx.doi.org/10.1515/pac-2014-1121.

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AbstractNew chiral derivatives of 15,35,55,75-tetra-tert-butyl-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-12,32,52,72-tetraol [(1); tert-butyl-calix[4]-arene] were synthesized by coupling modified chiral quinuclidines derived from the natural-product-based alkaloids quincorine and quincoridine with the calix[4]arene 1 via either an ester bond or an amide bond. X-ray analyses of two products were performed. Applications of the products in asymmetric catalytic hydrogen transfer reactions are described. A protocol is presented to multi-substitute calix[4]arene at the methylene bridges, resulting in,

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40

Pulpoka, Buncha, and Jacques Vicens. "1,3-Alternate Calix[4]arene: the Sophisticated Conformer of Calix[4]arene. A Review." Collection of Czechoslovak Chemical Communications 69, no. 6 (2004): 1251–81. http://dx.doi.org/10.1135/cccc20041251.

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The fascinating calix[4]arene derivatives in 1,3-alternate conformation are reviewed. The review focuses on their molecular construction methodologies, sophisticated properties and applications. A review with 110 references.

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41

Alvarenga, Meiry E., Ana Karoline S. M. Valdo, Leandro Ribeiro, et al. "Exploring the structural landscape of 2-(thiophen-2-yl)-1,3-benzothiazole: high-Z′ packing polymorphism and cocrystallization with calix[4]tube." Acta Crystallographica Section C Structural Chemistry 75, no. 6 (2019): 667–77. http://dx.doi.org/10.1107/s2053229619005886.

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We report here for the first time a cocrystal of the so-called neutral calix[4]tube, which is two tail-to-tail-arranged and partially deprotonated tetrakis(carboxymethoxy)calix[4]arenes, including three sodium ions, with 2-(thiophen-2-yl)-1,3-benzothiazole, namely trisodium bis(carboxymethoxy)bis(carboxylatomethoxy)calix[4]arene tris(carboxymethoxy)(carboxylatomethoxy)calix[4]arene–2-(thiophen-2-yl)-1,3-benzothiazole–dimethyl sulfoxide–water (1/1/2/2), 3Na+·C36H30O12 2−·C36H31O12 −·C11H7NS2·2C2H6OS·2H2O, which provides a new approach into the host–guest chemistry of inclusion complexes. Three

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42

Xu, Wei, Jagadese J. Vittal, and Richard J. Puddephatt. "Propargyl calix[4]arenes and their complexes with silver(I) and gold(I)." Canadian Journal of Chemistry 74, no. 5 (1996): 766–74. http://dx.doi.org/10.1139/v96-084.

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A calix[4]arene 1b has been substituted at the lower rim by reaction with propargyl bromide to give either the 1,3- bis(propargyl) derivative 2b, which is formed regioselectively, or the tetrakis(O-propargyl)calix[4]arene 3 under different reaction conditions. The molecular structure of 2b has been characterized by X-ray analysis (monoclinic, space group P21/c, Z = 4, a = 10.960(1), b = 24.302(3), c = 10.673(1) Å, β = 112.99(8)°, R = 0.0516). The molecules of 2b in the crystal are arranged in a "head-to-head, tail-to-tail" manner with a phenyl substituent of one molecule partly enclosed in the

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43

Ji, Hai-Feng, Robert L. Hettich, Gilbert M. Brown, and Reza Dabestani. "Optical Sensing of Cesium Using 1,3-Alternate Calix[4]-mono- and Di(anthrylmethyl)aza-crown-6." Photochemistry and Photobiology 70, no. 6 (1999): 882–86. http://dx.doi.org/10.1111/j.1751-1097.1999.tb08297.x.

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44

Bitter, István, Éva Kőszegi, Alajos Grün, et al. "Synthesis of chiral 1,3-calix[4](crown-6) ethers as potential mediators for asymmetric recognition processes." Tetrahedron: Asymmetry 14, no. 8 (2003): 1025–35. http://dx.doi.org/10.1016/s0957-4166(03)00174-5.

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45

Dybal, Jiří, Emanuel Makrlík, Petr Vaňura, and Jan Budka. "Protonation of 25,27-bis(1-octyloxy)calix[4]arene-crown-6 in the 1,3-alternate conformation." Monatshefte für Chemie - Chemical Monthly 139, no. 10 (2008): 1175–78. http://dx.doi.org/10.1007/s00706-008-0910-8.

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46

Yang, Fafu, Ziyu Jiao, Zhisheng Huang, Jianwei Xie, and Hongyu Guo. "Synthesis and extraction abilities of mono-formylated calix[4]-1,3-aza-crown and its hydrazone derivatives." Journal of Inclusion Phenomena and Macrocyclic Chemistry 74, no. 1-4 (2012): 257–63. http://dx.doi.org/10.1007/s10847-012-0108-x.

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47

Bu, Jian-Hua, Qi-Yu Zheng, Chuan-Feng Chen, and Zhi-Tang Huang. "The synthesis of calix[4]crown based dendrimer." Tetrahedron 61, no. 4 (2005): 897–902. http://dx.doi.org/10.1016/j.tet.2004.11.043.

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48

Taylor, Dominic, Irene Ling, Filipe Vilela, and Scott J. Dalgarno. "Intermolecular Interactions Drive the Unusual Co-Crystallization of Different Calix[4]arene Conformations." Crystals 12, no. 2 (2022): 250. http://dx.doi.org/10.3390/cryst12020250.

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Abstract:

Crystallization of 5,17-dibromo-11,27,23,25-tetraone-26,28-dipropoxycalix[4]arene results in the rare observation of two different calix[4]arene conformations (partial cone and 1,3-alternate) co-crystallized within the same single crystal X-ray structure. Analysis using 1H and 13C NMR spectroscopy revealed that only a single conformation (the cone) was present in solution, and in contrast to the structures of other reported calix[4]arenes and calix[4]quinones, both conformations of the compound present in this crystal structure have a “pinched” shape, drastically reducing Br-Br separation and

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Barton, Olaf G., Marc Schmidtmann, Achim Müller, and Jochen Mattay. "Diaminotriazine substituted 1,3-alternate calix[4]arenes." New J. Chem. 28, no. 11 (2004): 1335–39. http://dx.doi.org/10.1039/b408592b.

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50

Chen, Chuan-Feng, Qi-Yu Zheng, and Zhi-Tang Huang. "A Facile Synthesis of Calix[4]quinone Crown-4-Ethers." Synthesis 1999, no. 1 (1999): 69–71. http://dx.doi.org/10.1055/s-1999-3677.

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