Vögtle, F. Cyclophane Chemistry: Synthesis, Structures and Reactions. John Wiley & Sons: Chichester; 1993.
Gleiter, R, Hopf H. Modern Cyclophane Chemistry. Wiley-VCH: Weinheim; 2004.
Hopf H. [2.2]Paracyclophanes in Polymer Chemistry and Materials Science. Angew Chem Int Ed. 2008;47:9808–12.
Google Scholar
Brown CJ, Farthing AC. Preparation and structure of Di-p-Xylylene. Nature. 1949;164:915–6.
Google Scholar
Cram DJ, Steinberg H. Macro Rings. I. Preparation and spectra of the paracyclophanes. J Am Chem Soc. 1951;73:5691–704.
Google Scholar
Wang S, Bazan GC, Tretiak S, Mukamel S. Oligophenylenevinylene Phane Dimers: probing the effect of contact site on the optical properties of bichromophoric pairs. J Am Chem Soc. 2000;122:1289–97.
Google Scholar
Bartholomew GP, Bazan GC. Bichromophoric paracyclophanes: models for interchromophore delocalization. Acc Chem Res. 2001;34:30–9.
Google Scholar
Bartholomew GP, Bazan GC. Strategies for the Synthesis of ‘Through-space’ Chromophore Dimers Based on [2.2]Paracyclophane. Synthesis. 2002;1245–55.
Hong JW, Woo HY, Bazan GC. Solvatochromism of distyrylbenzene pairs bound together by [2.2]Paracyclophane: evidence for a polarizable “Through-space” delocalized state. J Am Chem Soc. 2005;127:7435–43.
Google Scholar
Bazan GC. Novel organic materials through control of multichromophore interactions. J Org Chem. 2007;72:8615–35.
Google Scholar
Cram DJ, Allinger NL. Macro Rings. XII stereochemical consequences of steric compression in the smallest paracyclophane. J Am Chem Soc. 1955;77:6289–94.
Google Scholar
Rozenberg V, Sergeeva E, Hopf H. Cyclophanes as templates in stereoselective synthesis. In Gleiter R, Hopf H, editors. Modern Cyclophane Chemistry. Wiley-VCH: Weinheim; 2004, p. 435–62.
Rowlands GJ. The synthesis of enantiomerically pure [2.2]paracyclophane derivatives. Org Biomol Chem. 2008;6:1527–34.
Google Scholar
Gibson SE, Knight JD. [2.2]Paracyclophane derivatives in asymmetric catalysis. Org Biomol Chem. 2003;1:1256–69.
Google Scholar
Aly AA, Brown AB. Asymmetric and fused heterocycles based on [2.2]Paracyclophane. Tetrahedron. 2009;65:8055–89.
Google Scholar
Paradies J. [2.2]Paracyclophane derivatives: synthesis and application in catalysis. Synthesis. 2011;3749–66.
Delcourt M-L, Felder S, Turcaud S, Pollok CH, Merten C, Micouin L, et al. Highly enantioselective asymmetric transfer hydrogenation: a practical and scalable method to efficiently access planar chiral [2.2]paracyclophanes. J Org Chem. 2019;84:5369–82.
Google Scholar
Vorontsova NV, Rozenberg VI, Sergeeva EV, Vorontsov EV, Starikova ZA, Lyssenko KA, et al. Symmetrically tetrasubstituted [2.2]Paracyclophanes: their systematization and regioselective synthesis of several types of bis-bifunctional derivatives by double electrophilic substitution. Chem Eur J. 2008;14:4600–17.
Google Scholar
David ORP. Syntheses and applications of disubstituted [2.2]Paracyclophanes. Tetrahedron. 2012;68:8977–93.
Google Scholar
Hassan Z, Spluling E, Knoll DM, Lahann J, Bräse S. Planar Chiral [2.2]Paracyclophanes: from synthetic curiosity to applications in asymmetric synthesis and materials. Chem Soc Rev. 2018;47:6947–63.
Google Scholar
Hassan Z, Spuling E, Knoll DM, Bräse S. Regioselective functionalization of [2.2]Paracyclophanes: recent synthetic progress and perspectives. Angew Chem Int Ed. 2020;59:2156–70.
Google Scholar
Felder S, Wu S, Brom J, Micouin L, Benedetti E. Enantiopure Planar Chiral [2.2]Paracyclophanes: synthesis and applications in asymmetric organocatalysis. Chirality. 2021;33:506–27.
Google Scholar
Morisaki Y. Circularly Polarized Luminescence from Planar Chiral Compounds Based on [2.2]Paracyclophane. In: Mori T, editor. Circularly Polarized Luminescence of Isolated Small Organic Molecules. Springer: Singapore; 2020, p. 31–52.
Morisaki, Y. Circularly Polarized Luminescence (CPL) Based on Planar Chiral [2.2]Paracyclophane. In: Ooyama Y, Yagi S, editors. Progress in the Science of Functional Dyes. Springer: Singapore; 2021, p. 343–74.
Morisaki Y, Chujo Y. Planar Chiral [2.2]Paracyclophanes: optical resolution and transformation to optically active π-stacked molecules. Bull Chem Soc Jpn. 2019;92:265–74.
Google Scholar
Maeda H, Kameda M, Hatakeyama T, Morisaki Y. π-Stacked polymer consisting of a Pseudo-meta-[2.2]Paracyclophane skeleton. Polymers. 2018;10:1140. https://doi.org/10.3390/polym10101140.
Google Scholar
Gon M, Sawada R, Morisaki Y, Chujo Y. Enhancement and controlling the signal of circularly polarized luminescence based on a Planar Chiral Tetrasubstituted [2.2]Paracyclophane Framework in Aggregation System. Macromolecules. 2017;50:1790–802.
Google Scholar
Gon M, Morisaki Y, Sawada R, Chujo Y. Synthesis of optically active X-shaped conjugated compounds and dendrimers based on Planar Chiral [2.2]Paracyclophane, leading to highly emissive circularly Polarized Luminescence. Chem Eur J. 2016;22:2291–8.
Google Scholar
Morisaki Y, Inoshita K, Shibata S, Chujo Y. Synthesis of optically active through-space conjugated polymers consisting of Planar Chiral [2.2]Paracyclophane and Quaterthiophene. Polym J. 2015;47:278–81.
Google Scholar
Morisaki Y, Hifumi R, Lin L, Inoshita K, Chujo Y. Through-space conjugated polymers consisting of Planar Chiral Pseudo-ortho-linked [2.2]Paracyclophane. Polym Chem. 2012;3:2727–30.
Google Scholar
Liao C, Zhang Y, Ye S-H, Zheng W-H. Planar Chiral [2.2]Paracyclophane-based thermally activated delayed fluorescent materials for circularly polarized electroluminescence. ACS Appl Mater Int. 2021;13:25186–92.
Google Scholar
Zhang M-Y, Li Z-Y, Lu B, Wang Y, Ma Y-D, Zhao C-H. Solid-state emissive triarylborane-based [2.2]Paracyclophanes displaying circularly polarized luminescence and thermally activated delayed fluorescence. Org Lett. 2018;20:6868–71.
Google Scholar
Morisaki Y, Hifumi R, Lin L, Inoshita K, Chujo Y. Practical optical resolution of Planar Chiral Pseudo-ortho-disubstituted [2.2]Paracyclophane. Chem Lett. 2012;41:990–2.
Google Scholar
Tsuchiya M, Maeda H, Inoue R, Morisaki Y. Construction of Helical Structures with Planar Chiral [2.2]Paracyclophane: fusing helical and planar chiralities. Chem Commun. 2021;57:9256–9.
Google Scholar
Kikuchi K, Nakamura J, Nagata Y, Tsuchida H, Kakuta T, Ogoshi T, et al. Control of circularly polarized luminescence by orientation of stacked π-Electron Systems. Chem Asian J. 2019;14:1681–5.
Google Scholar
Morisaki Y, Sawada R, Gon M, Chujo Y. New Type of Planar Chiral [2.2]Paracyclophanes and construction of one-handed double Helices. Chem Asian J. 2016;11:2524–7.
Google Scholar
Sawada R, Gon M, Nakamura J, Morisaki Y, Chujo Y. Synthesis of Enantiopure Planar Chiral Bis-(para)-Pseudo-meta-Type [2.2]Paracyclophanes. Chirality. 2018;30:1109–14.
Google Scholar
Morisaki Y, Gon M, Sasamori T, Tokitoh N, Chujo Y. Planar Chiral Tetrasubstituted [2.2]Paracyclophane: optical resolution and functionalization. J Am Chem Soc. 2014;136:3350–3.
Google Scholar
Sonogashira K, Tohda Y, Hagihara N. A convenient synthesis of acetylenes: catalytic substitutions of acetylenic hydrogen with bromoalkenes, iodoarenes and bromopyridines. Tetrahedron Lett. 1975;16:4467–70.
Sonogashira K. Palladium-Catalyzed Alkynylation: Sonogashira Alkyne Synthesis. In: Negishi E, editor. Handbook of Organopalladium Chemistry for Organic Synthesis. Wiley-Interscience: New York; 2002, p. 493–529.
Meyer-Epler G, Sure R, Schneider A, Schnakenburg G, Grimme S, Lützen A. Synthesis, Chiral Resolution, and absolute configuration of dissymmetric 4,15-Difunctionalized [2.2]Paracyclophanes. J Org Chem. 2014;79:6679–87.
Miki N, Maeda H, Inoue R, Morisaki Y. Syntheses and Chiroptical properties of optically active V-shaped molecules based on Planar Chiral [2.2]Paracyclophane. ChemistrySelect. 2021;6:12970–4.
Google Scholar
Bondarenko L, Dix I, Hinrichs H, Hopf H. Cyclophanes. Part LII: Ethynyl[2.2]paracyclophanes – New Building Blocks for Molecular Scaffolding. Synthesis. 2004;2751–9.
Tanaka Y, Ozawa T, Inagaki A, Akita M. Redox-active Polyiron Complexes with Tetra(ethynylphenyl)ethene and [2,2]Paracyclophane spacers containing ethynylphenyl units: extension to higher dimensional molecular wire. Dalton Trans. 2007;928–33.
Morisaki Y, Ueno S, Saeki A, Asano A, Seki S, Chujo Y. π-Electron-system-layered Polymer: through-space conjugation and properties as a single molecular wire. Chem Eur J. 2012;18:4216–24.
Google Scholar
Morisaki Y, Inoshita K, Chujo Y. Planar Chiral through-space conjugated oligomers: synthesis and characterization of Chiroptical Properties. Chem Eur J. 2014;20:8386–90.
Google Scholar
Saeki A. Evaluation-oriented exploration of photo energy conversion systems: from fundamental optoelectronics and material screening to the combination with Data Science. Polym J. 2020;52:1307–21.
Google Scholar
Miki N, Inoue R, Morisaki Y. Synthesis of optically active V-shaped molecules: studies on the orientation of the Stacked π-Electron Systems and Their Chiroptical Properties. Bull Chem Soc Jpn. 2021;94:451–3.
Google Scholar
Tabata D, Inoue R, Sasai Y, Morisaki Y. Synthesis of optically active V(120°)- and (60°)-shaped molecules comprising different π-electron systems. Bull Chem Soc Jpn. 2022;95:595–601.
Google Scholar
Asakawa R, Tabata D, Miki N, Tsuchiya M, Inoue R, Morisaki Y. Syntheses of optically active V-shaped molecules: relationship between their Chiroptical Properties and the Orientation of the Stacked π-Electron System. Eur J Org Chem. 2021;2021:5725–31.
Berova N, Nakanishi K, Woody RW. Circular Dichroism 2nd ed. Wiley-VCH: Toronto; 2000.
Riehl JP, Richardson FS. Circularly polarized luminescence spectroscopy. Chem Rev. 1986;86:1–16.
Google Scholar
Riehl JP, Muller F. Comprehensive Chiroptical Spectroscopy. Wiley and Sons: New York; 2012.
Source: Ecology - nature.com
