11 Layered Hydrogen-Bonded Organic …
219
34. Yin, Q., Zhao, P., Sa, R.-J., Chen, G.-C., Lü, J., Liu, T.-F., Cao, R.: An ultra-robust and crystalline redeemable hydrogen-bonded organic framework for synergistic chemo-photodynamic
therapy. Angew. Chem. Int. Ed. 57, 7691–7696 (2018)
35. Yamagishi, H., Sato, H., Hori, A., Sato, Y., Matsuda, R., Kato, K., Aida, T.: Self-assembly of
lattices with high structural complexity from a geometrically simple molecule. Science 361,
1242–1246 (2018)
36. Hashim, M.I., Le, H.T.M., Chen, T.-H., Chen, Y.-S., Daugulis, O., Hsu, C.-W., Jacobson, A.J.,
Kaveevivitchai, W., Liang, X., Makarenko, T., Miljani´ c, O.Š., Popovs, I., Tran, H.V., Wang, X.,
Wu, C.-H., Wu, J.I.: Dissecting porosity in molecular crystals: influence of geometry, hydrogen
bonding, and [π···π] stacking on the solid-state packing of fluorinated aromatics. J. Am. Chem.
Soc. 140, 6014–6026 (2018)
37. Gomez, E., Gutierrez, M., Cohen, B., Hisaki, I., Douhal, A.: Single crystal fluorescence
behavior of a new HOF material: potential candidate for a new LED. J. Mater. Chem. C 6,
6929–6939 (2018)
38. Bassanetti, I., Bracco, S., Comotti, A., Negroni, M., Bezuidenhout, C., Canossa, S., Mazzeo,
P.P., Marchil, L., Sozzani, P.: Flexible porous molecular materials responsive to CO 2 , CH4 and
Xe stimuli. J. Mater. Chem. A 6, 14231–14239 (2018)
39. Li, P., Li, P., Ryder, M.R., Liu, Z., Stern, C.L., Farha, O.L., Stoddart, J.F.: Interpenetration
isomerism in triptycene-based hydrogen-bonded organic frameworks. Angew. Chem. Int. Ed.
58, 1664–1669 (2019)
40. Han, B., Wang, H., Wang, C., Wu, H., Zhou, W., Chen, B., Jiang, J.: Postsynthetic metalation
of a robust hydrogen-bonded organic framework for heterogeneous catalysis. J. Am. Chem.
Soc. 141, 8737–8740 (2019)
41. Gomez, E., Suzuki, Y., Hisaki, I., Moreno, M., Douhal, A.: Spectroscopy and dynamics of a
HOF and its molecular units: remarkable vapor acid sensing. J. Mater. Chem. C 7, 10818–10832
(2019)
42. Pulido, A., Chen, L., Kaczorowski, T., Holden, D., Little, M.A., Chong, S.Y., Slater, B.,
McMahon, D.P., Bonillo, B., Stackhouse, C.J., Stephenson, A., Kane, C.M., Clowes, R., Hasell,
T., Cooper, A.I., Day, G.M.: Functional materials discovery using energy-structure-function
maps. Nature 543, 657–666 (2017)
43. Day, G.M., Cooper, A.I.: Energy–structure–function maps: cartography for materials discovery.
Adv. Mater. 1704944 (2017)
44. Desiraju, G.R.: Supramolecular synthons in crystal engineering—a new organic synthesis.
Angew. Chem. Int. Ed. Engl. 34, 2311–2327 (1995)
45. Ivasenko, O., Perepichka, D.F.: Mastering fundamentals of supramolecular design with
carboxylic acids common lessons from X-ray crystallography and scanning tunneling
microscopy. Chem. Soc. Rev. 40, 191–206 (2011)
46. Moulton, B., Zawarotko, M.J.: From molecules to crystal engineering: supramolecular
isomerism and polymorphism in network solids. Chem. Rev. 101, 1629–1658 (2001)
47. Duchamp, D.J., Marsh, R.E.: The crystal structure of trimesic acid (benzene-1,3,5-tricarboxylic
acid). Acta Crystallogr. B 25, 5–19 (1969)
48. Herbstein, F.H., Kapon, M., Reisner, G.M.: Catenated and non-catenated inclusion complexes
of trimesic acid. J. Inclusion Phenom. 5, 211–214 (1987)
49. Miyaura, N., Suzuki, A.: Palladium-catalyzed cross-coupling reactions of organoboron
compounds. Chem. Rev. 95, 2457–2483 (1995)
50. Hisaki, I., Sakamoto, Y., Shigemitsu, H., Tohnai, N., Miyata, M., Seki, S., Saeki, A., Tagawa,
S.: Superstructure-dependent optical and electrical properties of an unusual face-to-face, πstacked, one-dimensional assembly of dehydrobenzo[12]annulene in the crystalline state.
Chem. Eur. J. 14, 4178–4187 (2008)
51. Hisaki, I., Senga, H., Sakamoto, Y., Tuzuki, S., Tohnai, N., Miyata, M.: Specific interaction
between chloroform and the pockets of triangular annulene derivatives providing symmetry
carry-over crystallization. Chem. Eur. J. 15, 13336–13340 (2009)
52. Hisaki, I., Senga, H., Shigemitsu, H., Tohnai, N., Miyata, M.: Construction of 1D πstacked superstructures with inclusion channels through symmetry-decreasing crystallization
of discotic molecules of C 3 symmetry. Chem. Eur. J. 17, 14348–14353 (2011)
219
34. Yin, Q., Zhao, P., Sa, R.-J., Chen, G.-C., Lü, J., Liu, T.-F., Cao, R.: An ultra-robust and crystalline redeemable hydrogen-bonded organic framework for synergistic chemo-photodynamic
therapy. Angew. Chem. Int. Ed. 57, 7691–7696 (2018)
35. Yamagishi, H., Sato, H., Hori, A., Sato, Y., Matsuda, R., Kato, K., Aida, T.: Self-assembly of
lattices with high structural complexity from a geometrically simple molecule. Science 361,
1242–1246 (2018)
36. Hashim, M.I., Le, H.T.M., Chen, T.-H., Chen, Y.-S., Daugulis, O., Hsu, C.-W., Jacobson, A.J.,
Kaveevivitchai, W., Liang, X., Makarenko, T., Miljani´ c, O.Š., Popovs, I., Tran, H.V., Wang, X.,
Wu, C.-H., Wu, J.I.: Dissecting porosity in molecular crystals: influence of geometry, hydrogen
bonding, and [π···π] stacking on the solid-state packing of fluorinated aromatics. J. Am. Chem.
Soc. 140, 6014–6026 (2018)
37. Gomez, E., Gutierrez, M., Cohen, B., Hisaki, I., Douhal, A.: Single crystal fluorescence
behavior of a new HOF material: potential candidate for a new LED. J. Mater. Chem. C 6,
6929–6939 (2018)
38. Bassanetti, I., Bracco, S., Comotti, A., Negroni, M., Bezuidenhout, C., Canossa, S., Mazzeo,
P.P., Marchil, L., Sozzani, P.: Flexible porous molecular materials responsive to CO 2 , CH4 and
Xe stimuli. J. Mater. Chem. A 6, 14231–14239 (2018)
39. Li, P., Li, P., Ryder, M.R., Liu, Z., Stern, C.L., Farha, O.L., Stoddart, J.F.: Interpenetration
isomerism in triptycene-based hydrogen-bonded organic frameworks. Angew. Chem. Int. Ed.
58, 1664–1669 (2019)
40. Han, B., Wang, H., Wang, C., Wu, H., Zhou, W., Chen, B., Jiang, J.: Postsynthetic metalation
of a robust hydrogen-bonded organic framework for heterogeneous catalysis. J. Am. Chem.
Soc. 141, 8737–8740 (2019)
41. Gomez, E., Suzuki, Y., Hisaki, I., Moreno, M., Douhal, A.: Spectroscopy and dynamics of a
HOF and its molecular units: remarkable vapor acid sensing. J. Mater. Chem. C 7, 10818–10832
(2019)
42. Pulido, A., Chen, L., Kaczorowski, T., Holden, D., Little, M.A., Chong, S.Y., Slater, B.,
McMahon, D.P., Bonillo, B., Stackhouse, C.J., Stephenson, A., Kane, C.M., Clowes, R., Hasell,
T., Cooper, A.I., Day, G.M.: Functional materials discovery using energy-structure-function
maps. Nature 543, 657–666 (2017)
43. Day, G.M., Cooper, A.I.: Energy–structure–function maps: cartography for materials discovery.
Adv. Mater. 1704944 (2017)
44. Desiraju, G.R.: Supramolecular synthons in crystal engineering—a new organic synthesis.
Angew. Chem. Int. Ed. Engl. 34, 2311–2327 (1995)
45. Ivasenko, O., Perepichka, D.F.: Mastering fundamentals of supramolecular design with
carboxylic acids common lessons from X-ray crystallography and scanning tunneling
microscopy. Chem. Soc. Rev. 40, 191–206 (2011)
46. Moulton, B., Zawarotko, M.J.: From molecules to crystal engineering: supramolecular
isomerism and polymorphism in network solids. Chem. Rev. 101, 1629–1658 (2001)
47. Duchamp, D.J., Marsh, R.E.: The crystal structure of trimesic acid (benzene-1,3,5-tricarboxylic
acid). Acta Crystallogr. B 25, 5–19 (1969)
48. Herbstein, F.H., Kapon, M., Reisner, G.M.: Catenated and non-catenated inclusion complexes
of trimesic acid. J. Inclusion Phenom. 5, 211–214 (1987)
49. Miyaura, N., Suzuki, A.: Palladium-catalyzed cross-coupling reactions of organoboron
compounds. Chem. Rev. 95, 2457–2483 (1995)
50. Hisaki, I., Sakamoto, Y., Shigemitsu, H., Tohnai, N., Miyata, M., Seki, S., Saeki, A., Tagawa,
S.: Superstructure-dependent optical and electrical properties of an unusual face-to-face, πstacked, one-dimensional assembly of dehydrobenzo[12]annulene in the crystalline state.
Chem. Eur. J. 14, 4178–4187 (2008)
51. Hisaki, I., Senga, H., Sakamoto, Y., Tuzuki, S., Tohnai, N., Miyata, M.: Specific interaction
between chloroform and the pockets of triangular annulene derivatives providing symmetry
carry-over crystallization. Chem. Eur. J. 15, 13336–13340 (2009)
52. Hisaki, I., Senga, H., Shigemitsu, H., Tohnai, N., Miyata, M.: Construction of 1D πstacked superstructures with inclusion channels through symmetry-decreasing crystallization
of discotic molecules of C 3 symmetry. Chem. Eur. J. 17, 14348–14353 (2011)