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1

Galmiche, Laurent, Clémence Allain, Tuan Le, Régis Guillot, and Pierre Audebert. "Renewing accessible heptazine chemistry: 2,5,8-tris(3,5-diethyl-pyrazolyl)-heptazine, a new highly soluble heptazine derivative with exchangeable groups, and examples of newly derived heptazines and their physical chemistry." Chemical Science 10, no. 21 (2019): 5513–18. http://dx.doi.org/10.1039/c9sc00665f.

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2

Ibrahim Zamkoye, Issoufou, Houda El Gbouri, Remi Antony, Bernard Ratier, Johann Bouclé, Laurent Galmiche, Thierry Trigaud, and Pierre Audebert. "Characterization and Electronic Properties of Heptazine Layers: Towards Promising Interfacial Materials for Organic Optoelectronics." Materials 13, no. 17 (August 29, 2020): 3826. http://dx.doi.org/10.3390/ma13173826.

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For the first time, an original compound belonging to the heptazine family has been deposited in the form of thin layers, both by thermal evaporation under vacuum and spin-coating techniques. In both cases, smooth and homogeneous layers have been obtained, and their properties evaluated for eventual applications in the field of organic electronics. The layers have been fully characterized by several concordant techniques, namely UV-visible spectroscopy, steady-state and transient fluorescence in the solid-state, as well as topographic and conductive atomic force microscopy (AFM) used in Kelvin probe force mode (KPFM). Consequently, the afferent energy levels, including Fermi level, have been determined, and show that these new heptazines are promising materials for tailoring the electronic properties of interfaces associated with printed electronic devices. A test experiment showing an improved electron transfer rate from a tris-(8-hydroxyquinoline) aluminum (Alq3) photo-active layer in presence of a heptazine interlayer is finally presented.
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3

Kumar, Sunil, Neha Sharma, and Kamalakannan Kailasam. "Emergence of s-heptazines: from trichloro-s-heptazine building blocks to functional materials." Journal of Materials Chemistry A 6, no. 44 (2018): 21719–28. http://dx.doi.org/10.1039/c8ta05430d.

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4

Irla, Sivakumar, Raghunathan V.A., and Sandeep Kumar. "Columnar mesomorphism in heptazine discotics." Journal of Molecular Liquids 314 (September 2020): 113631. http://dx.doi.org/10.1016/j.molliq.2020.113631.

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5

Krūkle-Bērziņa, Kristīne, Kārlis Bērziņš, and Kirill Shubin. "Synthesis of some heptazine derivatives." Chemistry of Heterocyclic Compounds 55, no. 12 (December 2019): 1281–84. http://dx.doi.org/10.1007/s10593-019-02614-2.

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6

Gorai, Deepak K., and T. K. Kundu. "First Principle Study of Na and P Co-Doped Heptazine Based Monolayer g-C3N4." Materials Science Forum 978 (February 2020): 369–76. http://dx.doi.org/10.4028/www.scientific.net/msf.978.369.

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Elements doping is a powerful way to alter the electronic structure and enhancing the photo catalytic activity of materials by relaxing the surrounding chemical bonds and forming new chemical bond. In this work, we have performed, the first principle density functional theory calculations to investigate the geometric, electronic and optical properties of pristine, Na-doped and P-doped as well as Na and P (Na/P) co-doped heptazine based monolayer graphitic carbon nitride (g-C3N4). The co-doping process results in significantly narrow band gap of g-C3N4. The optical absorption shows better visible-light response compare to pristine g-C3N4. After doping the highest occupied molecular orbitals (HOMO) and lowest unoccupied molecular orbitals (LUMO) show strong delocalization and indicates photo generated electron/hole (e-/h+) pair disunion abilities of doped systems are superior than pristine heptazine based monolayer g-C3N4. Thus the co-doping with Na and P elements is an effective technique to boost the photocatalytic performance of heptazine based monolayer g-C3N4.
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7

Li, Jie, Jincheng Zhang, Heqi Gong, Li Tao, Yanqing Wang, and Qiang Guo. "Efficient Deep-Blue Electroluminescence Employing Heptazine-Based Thermally Activated Delayed Fluorescence." Photonics 8, no. 8 (July 22, 2021): 293. http://dx.doi.org/10.3390/photonics8080293.

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We report an efficient deep-blue organic light-emitting diode (OLED) based on a heptazine-based thermally activated delayed fluorescent (TADF) emitter, 2,5,8-tris(diphenylamine)-tri-s-triazine (HAP-3DPA). The deep-blue-emitting compound, HAP-3DPA, was designed and synthesized by combining the relatively rigid electron-accepting heptazine core with three electron-donating diphenylamine units. Due to the rigid molecular structure and intramolecular charge transfer characteristics, HAP-3DPA in solid state presented a high photoluminescence quantum yield of 67.0% and obvious TADF nature with a short delayed fluorescent lifetime of 1.1 μs. Most importantly, an OLED incorporating HAP-3DPA exhibited deep-blue emission with Commission Internationale de l’Eclairage (CIE) coordinates of (0.16, 0.13), a peak luminance of 10,523 cd/m−2, and a rather high external quantum efficiency of 12.5% without any light out-coupling enhancement. This finding not only reports an efficient deep-blue TADF molecule, but also presents a feasible pathway to construct high-performance deep-blue emitters and devices based on the heptazine skeleton.
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8

Malik, Ritu, Vijay K. Tomer, Vandna Chaudhary, Manjeet S. Dahiya, Anshu Sharma, S. P. Nehra, Surender Duhan, and Kamalakannan Kailasam. "An excellent humidity sensor based on In–SnO2 loaded mesoporous graphitic carbon nitride." Journal of Materials Chemistry A 5, no. 27 (2017): 14134–43. http://dx.doi.org/10.1039/c7ta02860a.

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9

Le, Tuan, Laurent Galmiche, Géraldine Masson, Clémence Allain, and Pierre Audebert. "A straightforward synthesis of a new family of molecules: 2,5,8-trialkoxyheptazines. Application to photoredox catalyzed transformations." Chemical Communications 56, no. 73 (2020): 10742–45. http://dx.doi.org/10.1039/d0cc05118g.

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10

Hwang, Doyk, and Cody W. Schlenker. "Photochemistry of carbon nitrides and heptazine derivatives." Chemical Communications 57, no. 74 (2021): 9330–53. http://dx.doi.org/10.1039/d1cc02745j.

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11

Siva Kumar, Irla, and Sandeep Kumar. "Retracted Article: Tri-s-triazine (s-heptazine), a novel electron-deficient core for soft self-assembled supramolecular structures." Chemical Communications 53, no. 83 (2017): 11445–48. http://dx.doi.org/10.1039/c7cc05899c.

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12

Zambon, A., J. M. Mouesca, C. Gheorghiu, P. A. Bayle, J. Pécaut, M. Claeys-Bruno, S. Gambarelli, and L. Dubois. "s-Heptazine oligomers: promising structural models for graphitic carbon nitride." Chemical Science 7, no. 2 (2016): 945–50. http://dx.doi.org/10.1039/c5sc02992a.

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13

Maxwell, Lindley, Silvia Gómez-Coca, Thomas Weyhermüller, David Panyella, and Eliseo Ruiz. "A trinuclear CuII complex with functionalized s-heptazine N-ligands: molecular chemistry from a g-C3N4 fragment." Dalton Transactions 44, no. 36 (2015): 15761–63. http://dx.doi.org/10.1039/c5dt02485d.

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14

Liu, Bin, Bo Xu, Shenchang Li, Jinli Du, Zhiguo Liu, and Wenying Zhong. "Heptazine-based porous graphitic carbon nitride: a visible-light driven photocatalyst for water splitting." Journal of Materials Chemistry A 7, no. 36 (2019): 20799–805. http://dx.doi.org/10.1039/c9ta03646f.

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15

Wu, Qiong, Weihua Zhu, and Heming Xiao. "Designing and screening novel explosives with high energy and low sensitivity by appropriately introducing N-oxides, amino groups, and nitro groups into s-heptazine." RSC Adv. 4, no. 95 (2014): 53000–53009. http://dx.doi.org/10.1039/c4ra10548f.

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16

Chen, Li, Yuze Wang, Chongbei Wu, Guanhang Yu, Yue Yin, Chenliang Su, Jijia Xie, Qing Han, and Liangti Qu. "Synergistic oxygen substitution and heterostructure construction in polymeric semiconductors for efficient water splitting." Nanoscale 12, no. 25 (2020): 13484–90. http://dx.doi.org/10.1039/d0nr02556a.

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A synergistic oxygen substitution and heterostructure construction strategy was developed to synthesize oxygenated-triazine-heptazine-conjugated polymer nanoribbons for photocatalytic water splitting.
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17

Jia, Qiaohui, Sufen Zhang, Ziwei Gao, Peng Yang, and Quan Gu. "In situ growth of triazine–heptazine based carbon nitride film for efficient (photo)electrochemical performance." Catalysis Science & Technology 9, no. 2 (2019): 425–35. http://dx.doi.org/10.1039/c8cy02105h.

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18

Bala, Indu, Santosh Prasad Gupta, Sunil Kumar, Harpreet Singh, Joydip De, Neha Sharma, Kamalakannan Kailasam, and Santanu Kumar Pal. "Hydrogen-bond mediated columnar liquid crystalline assemblies of C3-symmetric heptazine derivatives at ambient temperature." Soft Matter 14, no. 30 (2018): 6342–52. http://dx.doi.org/10.1039/c8sm00834e.

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19

Sharma, Nidhi, Neha Sharma, Parthasarathy Srinivasan, Sunil Kumar, John Bosco Balaguru Rayappan, and Kamalakannan Kailasam. "Heptazine based organic framework as a chemiresistive sensor for ammonia detection at room temperature." Journal of Materials Chemistry A 6, no. 38 (2018): 18389–95. http://dx.doi.org/10.1039/c8ta06937a.

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20

Bala, Indu, Joydip De, Santosh Prasad Gupta, Upendra Kumar Pandey, and Santanu Kumar Pal. "Enabling efficient ambipolar charge carrier mobility in a H-bonded heptazine–triphenylene system forming segregated donor–acceptor columnar assemblies." Journal of Materials Chemistry C 9, no. 27 (2021): 8552–61. http://dx.doi.org/10.1039/d1tc01898a.

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21

Li, Jie, Hiroko Nomura, Hiroshi Miyazaki, and Chihaya Adachi. "Highly efficient exciplex organic light-emitting diodes incorporating a heptazine derivative as an electron acceptor." Chem. Commun. 50, no. 46 (2014): 6174–76. http://dx.doi.org/10.1039/c4cc01590h.

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22

Kelly, Richard. "Retraction: Tri-s-triazine (s-heptazine), a novel electron-deficient core for soft self-assembled supramolecular structures." Chemical Communications 56, no. 35 (2020): 4856. http://dx.doi.org/10.1039/d0cc90167a.

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23

Kurpil, B., B. Kumru, T. Heil, M. Antonietti, and A. Savateev. "Carbon nitride creates thioamides in high yields by the photocatalytic Kindler reaction." Green Chemistry 20, no. 4 (2018): 838–42. http://dx.doi.org/10.1039/c7gc03734a.

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Potassium poly(heptazine imide), a carbon nitride based photocatalyst, effectively promotes the Kindler reaction of thioamide bond formation using amines and elemental sulfur as building blocks under visible light irradiation.
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24

Dong, Qi, Naziah Mohamad Latiff, Vlastimil Mazánek, Nur Farhanah Rosli, Hui Ling Chia, Zdeněk Sofer, and Martin Pumera. "Triazine- and Heptazine-Based Carbon Nitrides: Toxicity." ACS Applied Nano Materials 1, no. 9 (August 20, 2018): 4442–49. http://dx.doi.org/10.1021/acsanm.8b00708.

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25

Samanta, Soumadri, Sunil Kumar, V. R. Battula, Arpna Jaryal, Neha Sardana, and Kamalakannan Kailasam. "Quantum dot-sensitized O-linked heptazine polymer photocatalyst for the metal-free visible light hydrogen generation." RSC Advances 10, no. 50 (2020): 29633–41. http://dx.doi.org/10.1039/d0ra03773g.

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26

Savateev, Aleksandr, Bogdan Kurpil, Artem Mishchenko, Guigang Zhang, and Markus Antonietti. "A “waiting” carbon nitride radical anion: a charge storage material and key intermediate in direct C–H thiolation of methylarenes using elemental sulfur as the “S”-source." Chemical Science 9, no. 14 (2018): 3584–91. http://dx.doi.org/10.1039/c8sc00745d.

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Potassium poly(heptazine imide), a carbon nitride semiconductor, in the presence of hole scavengers and visible light gives stable radical anion with the specific density of unpaired electrons reaching 112 mmol g−1.
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27

Yin, Yue, Chongbei Wu, Guanhang Yu, Haozhen Wang, Qing Han, and Liangti Qu. "A hierarchical heterojunction polymer aerogel for accelerating charge transfer and separation." Journal of Materials Chemistry A 9, no. 12 (2021): 7881–87. http://dx.doi.org/10.1039/d1ta00289a.

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A hierarchical heterojunction polymer aerogel based on oxygen- and nitrogen-linked heptazine with a donor–acceptor structure was designed for accelerating charge transfer and separation, which showed advanced photocatalytic H2-production activities.
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28

Mir Sayed, Sayed, Lin-Lin Deng, Bao-Ping Lin, and Hong Yang. "A room-temperature heptazine core discotic liquid crystal." Liquid Crystals 44, no. 14-15 (August 31, 2017): 2175–83. http://dx.doi.org/10.1080/02678292.2017.1371343.

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29

Chen, Zupeng, Evgeniya Vorobyeva, Sharon Mitchell, Edvin Fako, Núria López, Sean M. Collins, Rowan K. Leary, Paul A. Midgley, Roland Hauert, and Javier Pérez-Ramírez. "Single-atom heterogeneous catalysts based on distinct carbon nitride scaffolds." National Science Review 5, no. 5 (April 17, 2018): 642–52. http://dx.doi.org/10.1093/nsr/nwy048.

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Abstract Carbon nitrides integrating macroheterocycles offer unique potential as hosts for stabilizing metal atoms due to their rich electronic structure. To date, only graphitic heptazine-based polymers have been studied. Here, we demonstrate that palladium atoms can be effectively isolated on other carbon nitride scaffolds including linear melem oligomers and poly(triazine/heptazine imides). Increased metal uptake was linked to the larger cavity size and the presence of chloride ions in the polyimide structures. Changing the host structure leads to significant variation in the average oxidation state of the metal, which can be tuned by exchange of the ionic species as evidenced by X-ray photoelectron spectroscopy and supported by density functional theory. Evaluation in the semi-hydrogenation of 2-methyl-3-butyn-2-ol reveals an inverse correlation between the activity and the degree of oxidation of palladium, with oligomers exhibiting the highest activity. These findings provide new mechanistic insights into the influence of the carbon nitride structure on metal stabilization.
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30

Li, Yanrui, Yiqing Wang, Chung-Li Dong, Yu-Cheng Huang, Jie Chen, Zhen Zhang, Fanqi Meng, et al. "Single-atom nickel terminating sp2 and sp3 nitride in polymeric carbon nitride for visible-light photocatalytic overall water splitting." Chemical Science 12, no. 10 (2021): 3633–43. http://dx.doi.org/10.1039/d0sc07093a.

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Single-atom Ni terminating agent is introduced to coordinate with sp2 or sp3 N atoms in the heptazine units of PCN, realizing visible-light photocatalytic overall water splitting to H2O2 and H2 without additional cocatalyst.
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31

Rabe, Emily J., Harrison J. Goldwyn, Doyk Hwang, David J. Masiello, and Cody W. Schlenker. "Intermolecular Hydrogen Bonding Tunes Vibronic Coupling in Heptazine Complexes." Journal of Physical Chemistry B 124, no. 51 (December 14, 2020): 11680–89. http://dx.doi.org/10.1021/acs.jpcb.0c07719.

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32

Schwarzer, Anke, and Edwin Kroke. "5,8-Bis[bis(pyridin-2-yl)amino]-1,3,4,6,7,9,9b-heptaazaphenalen-2(1H)-one dimethyl sulfoxide monosolvate dihydrate." Acta Crystallographica Section E Structure Reports Online 70, no. 4 (March 19, 2014): o456—o457. http://dx.doi.org/10.1107/s1600536814005698.

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In the asymmetric unit of the title compound, C26H17N13O·C2H6OS·2H2O, there is one independent heptazine-based main molecule, one dimethyl sulfoxide molecule and two water molecules as solvents. The tri-s-triazine unit is substituted with two dipyridyl amine moieties and a carbonylic O atom. As indicated by the bond lengths in this acid unit of the heptazine derivative [C=O = 1.213 (2) Å, while the adjacent C—N(H) bond = 1.405 (2) Å] it is best described by the keto form. The cyameluric nucleus is close to planar (r.m.s. deviation = 0.061 Å) and the pyridine rings are inclined to its mean plane by dihedral angles varying from 47.47 (5) to 70.22 (5)°. The host and guest molecules are connectedviaN—H...O, O—H...O and O—H...N hydrogen bonds, forming a four-membered inversion dimer-like arrangement enclosing anR44(24) ring motif. These arrangements stack along [1-10] with a weak π–π interaction [inter-centroid distance = 3.8721 (12) Å] involving adjacent pyridine rings. There are also C—H...N and C—H...O hydrogen bonds and C—H...π interactions present within the host molecule and linking inversion-related molecules, forming a three-dimensional structure.
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33

Ehrmaier, Johannes, Emily J. Rabe, Sarah R. Pristash, Kathryn L. Corp, Cody W. Schlenker, Andrzej L. Sobolewski, and Wolfgang Domcke. "Singlet–Triplet Inversion in Heptazine and in Polymeric Carbon Nitrides." Journal of Physical Chemistry A 123, no. 38 (August 29, 2019): 8099–108. http://dx.doi.org/10.1021/acs.jpca.9b06215.

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34

Bala, Indu, Harpreet Singh, Venugopala Rao Battula, Santosh Prasad Gupta, Joydip De, Sunil Kumar, Kamalakannan Kailasam, and Santanu Kumar Pal. "Heptazine: an Electron-Deficient Fluorescent Core for Discotic Liquid Crystals." Chemistry - A European Journal 23, no. 59 (October 6, 2017): 14718–22. http://dx.doi.org/10.1002/chem.201703364.

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35

Dang, Qin-Qin, Yu-Fen Zhan, Xiao-Min Wang, and Xian-Ming Zhang. "Heptazine-Based Porous Framework for Selective CO2 Sorption and Organocatalytic Performances." ACS Applied Materials & Interfaces 7, no. 51 (December 18, 2015): 28452–58. http://dx.doi.org/10.1021/acsami.5b09441.

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36

Markushyna, Yevheniia, Paolo Lamagni, Christian Teutloff, Jacopo Catalano, Nina Lock, Guigang Zhang, Markus Antonietti, and Aleksandr Savateev. "Green radicals of potassium poly(heptazine imide) using light and benzylamine." Journal of Materials Chemistry A 7, no. 43 (2019): 24771–75. http://dx.doi.org/10.1039/c9ta09500d.

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37

Wu, Chongbei, Guanhang Yu, Yue Yin, Yuze Wang, Li Chen, Qing Han, Junwang Tang, and Bo Wang. "Mesoporous Polymeric Cyanamide‐Triazole‐Heptazine Photocatalysts for Highly‐Efficient Water Splitting." Small 16, no. 37 (August 12, 2020): 2003162. http://dx.doi.org/10.1002/smll.202003162.

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38

Kailasam, Kamalakannan, Maria B. Mesch, Lennart Möhlmann, Moritz Baar, Siegfried Blechert, Michael Schwarze, Marc Schröder, Reinhard Schomäcker, Jürgen Senker, and Arne Thomas. "Donor-Acceptor-Type Heptazine-Based Polymer Networks for Photocatalytic Hydrogen Evolution." Energy Technology 4, no. 6 (March 15, 2016): 744–50. http://dx.doi.org/10.1002/ente.201500478.

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39

Ji, Yujin, Huilong Dong, Haiping Lin, Liling Zhang, Tingjun Hou, and Youyong Li. "Heptazine-based graphitic carbon nitride as an effective hydrogen purification membrane." RSC Advances 6, no. 57 (2016): 52377–83. http://dx.doi.org/10.1039/c6ra06425f.

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40

Battula, V. R., Sunil Kumar, D. K. Chauhan, Soumadri Samanta, and Kamalakannan Kailasam. "A true oxygen-linked heptazine based polymer for efficient hydrogen evolution." Applied Catalysis B: Environmental 244 (May 2019): 313–19. http://dx.doi.org/10.1016/j.apcatb.2018.11.027.

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41

Rabe, Emily J., Harrison J. Goldwyn, Doyk Hwang, David J. Masiello, and Cody W. Schlenker. "Correction to “Intermolecular Hydrogen Bonding Tunes Vibronic Coupling in Heptazine Complexes”." Journal of Physical Chemistry B 125, no. 12 (March 17, 2021): 3251. http://dx.doi.org/10.1021/acs.jpcb.1c01825.

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42

Liu, Nan, Tong Li, Ziqiong Zhao, Jing Liu, Xiaoguang Luo, Xiaohong Yuan, Kun Luo, Julong He, Dongli Yu, and Yuanchun Zhao. "From Triazine to Heptazine: Origin of Graphitic Carbon Nitride as a Photocatalyst." ACS Omega 5, no. 21 (May 18, 2020): 12557–67. http://dx.doi.org/10.1021/acsomega.0c01607.

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43

Du, Zhi-Li, Qin-Qin Dang, and Xian-Ming Zhang. "Heptazine-Based Porous Framework Supported Palladium Nanoparticles for Green Suzuki–Miyaura Reaction." Industrial & Engineering Chemistry Research 56, no. 15 (April 6, 2017): 4275–80. http://dx.doi.org/10.1021/acs.iecr.6b05039.

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44

Zhang, Wei, Congying Xu, Takeshi Kobayashi, Yun Zhong, Zhiyong Guo, Hongbing Zhan, Marek Pruski, and Wenyu Huang. "Hydrazone‐Linked Heptazine Polymeric Carbon Nitrides for Synergistic Visible‐Light‐Driven Catalysis." Chemistry – A European Journal 26, no. 33 (June 2, 2020): 7358–64. http://dx.doi.org/10.1002/chem.202000934.

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45

Bojdys, Michael J., Stephanie A. Wohlgemuth, Arne Thomas, and Markus Antonietti. "Ionothermal Route to Layered Two-Dimensional Polymer-Frameworks Based on Heptazine Linkers." Macromolecules 43, no. 16 (August 24, 2010): 6639–45. http://dx.doi.org/10.1021/ma101008c.

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46

Ruan, Xiaowen, Xiaoqiang Cui, Guangri Jia, Jiandong Wu, Jingxiang Zhao, David J. Singh, Yanhua Liu, Haiyan Zhang, Lei Zhang, and Weitao Zheng. "Intramolecular heterostructured carbon nitride with heptazine-triazine for enhanced photocatalytic hydrogen evolution." Chemical Engineering Journal 428 (January 2022): 132579. http://dx.doi.org/10.1016/j.cej.2021.132579.

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47

Rabe, Emily J., Kathryn L. Corp, Andrzej L. Sobolewski, Wolfgang Domcke, and Cody W. Schlenker. "Proton-Coupled Electron Transfer from Water to a Model Heptazine-Based Molecular Photocatalyst." Journal of Physical Chemistry Letters 9, no. 21 (September 28, 2018): 6257–61. http://dx.doi.org/10.1021/acs.jpclett.8b02519.

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48

Chen, Zupeng, Aleksandr Savateev, Sergey Pronkin, Vasiliki Papaefthimiou, Christian Wolff, Marc Georg Willinger, Elena Willinger, Dieter Neher, Markus Antonietti, and Dariya Dontsova. "“The Easier the Better” Preparation of Efficient Photocatalysts-Metastable Poly(heptazine imide) Salts." Advanced Materials 29, no. 32 (June 20, 2017): 1700555. http://dx.doi.org/10.1002/adma.201700555.

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49

Markushyna, Yevheniia, Christian Teutloff, Bogdan Kurpil, Daniel Cruz, Iver Lauermann, Yubao Zhao, Markus Antonietti, and Aleksandr Savateev. "Halogenation of aromatic hydrocarbons by halide anion oxidation with poly(heptazine imide) photocatalyst." Applied Catalysis B: Environmental 248 (July 2019): 211–17. http://dx.doi.org/10.1016/j.apcatb.2019.02.016.

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50

Li, Yang, Feng Gong, Qiang Zhou, Xionghan Feng, Jiajie Fan, and Quanjun Xiang. "Crystalline isotype heptazine-/triazine-based carbon nitride heterojunctions for an improved hydrogen evolution." Applied Catalysis B: Environmental 268 (July 2020): 118381. http://dx.doi.org/10.1016/j.apcatb.2019.118381.

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