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1

Romero-Ortega, Moisés, Ignacio Medina-Mercado, Ivann Zaragoza-Galicia i Horacio Olivo. "2-Trifluoromethyl-1,3-diazabutadienes as Useful Intermediates for the Construction of 2-Trifluoromethylpyrimidine Derivatives". Synthesis 50, nr 20 (16.07.2018): 4133–39. http://dx.doi.org/10.1055/s-0037-1610444.

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A methodology to prepare 2-trifluoromethylpyrimidines has been developed on the basis of a cyclization reaction of 2-trifluoromethyl-1,3-diazabutadienes. These 2-trifluoromethyl-1,3-diazabutadienes were prepared by the condensation of trifluoroacetamidine and amide acetals or with chloromethaniminium salt derived from N,N-dimethylbenzamide with phosphorus oxychloride. The cycloaddition reactions of these 2-trifluoromethyl-1,3-diazabutadienes with DMAD and phenylacetyl chloride provided 2-trifluoromethylpyrimidine derivatives in regular to moderate overall yield.
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2

Romero-Ortega, Moisés, Michelle Trujillo-Lagunas, Ignacio Medina-Mercado, Ivann Zaragoza-Galicia i Horacio Olivo. "A Synthesis of 4-Chloro-2-(trichloromethyl)pyrimidines and Their Study in Nucleophilic Substitution". Synthesis 51, nr 02 (11.09.2018): 530–37. http://dx.doi.org/10.1055/s-0037-1610270.

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A convenient two-step, one-pot synthesis of 4-chloro-2-(trichloromethyl)pyrimidines starting from 2-(trichloromethyl)-1,3-diazabutadienes is described. These nitrogen heterocycles were prepared by a sequential acylation/intramolecular cyclization reaction between 2-(trichloromethyl)-1,3-diazabutadienes and acyl chlorides in the presence of triethylamine followed by treatment with POCl3. This is the first report for the synthesis of this type of 4-chloro-2-(trichloromethyl)pyrimidine derivatives and serves as a source for a wide variety of other substituted pyrimidines by nucleophilic substitution reactions.
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3

Sain, Bir, Satyendra P. Singh i Jagir S. Sandhu. "Diazabutadienes in heterocyclic syntheses: reaction of 1,3-diazabutadienes with 2-oxazolin-5-ones". Tetrahedron Letters 32, nr 38 (wrzesień 1991): 5151–52. http://dx.doi.org/10.1016/s0040-4039(00)93452-x.

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4

SAIN, B., S. P. SINGH i J. S. SANDHU. "ChemInform Abstract: Diazabutadienes in Heterocyclic Syntheses: Reaction of 1,3- Diazabutadienes with 2-Oxazolin-5-ones." ChemInform 23, nr 23 (22.08.2010): no. http://dx.doi.org/10.1002/chin.199223188.

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5

Alvarez-Vald�s, Amparo, Mar�a Jos� Camaz�n, Jos� R. Masaguer i Carmen Navarro-Ranninger. "Complexes of copper(II) with diazabutadienes". Transition Metal Chemistry 12, nr 1 (luty 1987): 55–58. http://dx.doi.org/10.1007/bf01023133.

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6

Bhadbhade, Mohan, Guy K. B. Clentsmith i Leslie D. Field. "Sterically Hindered Diazabutadienes (DABs): Competing Reaction Pathways with MeLi". Organometallics 29, nr 23 (13.12.2010): 6509–17. http://dx.doi.org/10.1021/om100850p.

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7

Nandy Mazumdar, Sujit, Manoj Sharma i Mohinder Pal Mahajan. "Diels-Alder cycloaddition reactions of 1,3-diazabutadienes with sulfene". Tetrahedron Letters 28, nr 23 (styczeń 1987): 2641–42. http://dx.doi.org/10.1016/s0040-4039(00)96169-0.

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8

Mazumdar, Sujit Nandy, Ibrahim Ibnusaud i Mohinder Pal Mahajan. "Diels-alder cycloaddition reactions of 1,3-diazabutadienes with ketenes". Tetrahedron Letters 27, nr 48 (styczeń 1986): 5875–76. http://dx.doi.org/10.1016/s0040-4039(00)85351-4.

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9

Bubnov, Michael P., Vladimir K. Cherkasov, Irina A. Teplova, Nickolay O. Druzhkov, Ivan D. Grishin, Evgenii V. Baranov, Artem S. Bogomyakov i Gleb A. Abakumov. "Novel dioxolene nickel complexes with sterically hindered diazabutadienes. Coupling of aza-ligands coordinated to nickel". Dalton Transactions 48, nr 28 (2019): 10516–25. http://dx.doi.org/10.1039/c9dt01309a.

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10

Trifonov, Alexander A., Boris G. Shestakov, Konstantin A. Lyssenko, Joulia Larionova, Georgy K. Fukin i Anton V. Cherkasov. "Sterically Governed Redox Reactions. One-Electron Oxidation of Ytterbocenes by Diazabutadienes: Formation of Radical-Anionic Diazabutadiene vs Covalently Bonded Imino–Amido Ligand". Organometallics 30, nr 18 (26.09.2011): 4882–89. http://dx.doi.org/10.1021/om200429h.

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11

Motz, Philip L., John P. Williams, John J. Alexander, Douglas M. Ho, John S. Ricci i Wallace T. Miller. "Coupling of iminoacyl groups to diazabutadienes on manganese carbonyl complexes". Organometallics 8, nr 6 (czerwiec 1989): 1523–33. http://dx.doi.org/10.1021/om00108a025.

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12

Morrone, Stefania, Gayle Harrison i Duncan W. Bruce. "Octahedral, liquid-crystalline complexes of 1,4-diazabutadienes with rhenium(I)". Advanced Materials 7, nr 7 (lipiec 1995): 665–67. http://dx.doi.org/10.1002/adma.19950070715.

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13

Diel, Bruce N., Peter J. Deardorff i Catherine M. Zelenski. "Synthesis of new 2,3-perfluoroalkyl- and perfluoroaryl-1,4-diazabutadienes (α-diimines)". Tetrahedron Letters 40, nr 49 (grudzień 1999): 8523–27. http://dx.doi.org/10.1016/s0040-4039(99)01692-5.

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14

He, Jing-Yu, Hong-Xing Xin, Hong Yan, Xiu-Qing Song i Ru-Gang Zhong. "Convenient ultrasound-mediated synthesis of 1,4-diazabutadienes under solvent-free conditions". Ultrasonics Sonochemistry 18, nr 1 (styczeń 2011): 466–69. http://dx.doi.org/10.1016/j.ultsonch.2010.08.002.

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15

Dworczak, Renate, Walter M. F. Fabian, Claudia Reidlinger, Alice Rumpler, Jörg Schachner i Klaus Zangger. "Nonlinear optical properties of diazabutadienes and -hexatrienes; experimental and computational aspects". Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 58, nr 10 (sierpień 2002): 2135–44. http://dx.doi.org/10.1016/s1386-1425(01)00678-3.

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16

Paparo, Albert, Stephen P. Best, K. Yuvaraj i Cameron Jones. "Neutral, Anionic, and Paramagnetic 1,3,2-Diazaberyllacyles Derived from Reduced 1,4-Diazabutadienes". Organometallics 39, nr 23 (25.02.2020): 4208–13. http://dx.doi.org/10.1021/acs.organomet.0c00017.

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17

Avalos, Martín, Reyes Babiano, Pedro Cintas, JoséL Jiménez, Juan C. Palacios i Juan B. Sánchez. "A facile and expeditious entry to acyclic carbohydrate-derived 1,2-diazabutadienes". Tetrahedron: Asymmetry 6, nr 4 (kwiecień 1995): 945–56. http://dx.doi.org/10.1016/0957-4166(95)00104-w.

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18

Rojas-Sáenz, Héctor, Galdina V. Suárez-Moreno, Iris Ramos-García, Angélica M. Duarte-Hernández, Edgar Mijangos, Adrián Peña-Hueso, Rosalinda Contreras i Angelina Flores-Parra. "1,4-Dialkyl-1,4-diazabutadienes: their reactions with aluminum and indium halides". New J. Chem. 38, nr 1 (2014): 391–405. http://dx.doi.org/10.1039/c3nj01226c.

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19

King, Arienne S., Liliya G. Nikolcheva, Christopher R. Graves, Anna Kaminski, Christopher M. Vogels, Robert HE Hudson, Robert J. Ireland, Stephen J. Duffy i Stephen A. Westcott. "Synthesis and reactivity of palladium and platinum diimine complexes containing boronate esters". Canadian Journal of Chemistry 80, nr 9 (1.09.2002): 1217–22. http://dx.doi.org/10.1139/v02-145.

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Condensation of α-diketones (2,3-butanedione, benzil, and acenaphthenequinone) with 3-H2NC6H4Bpin (pin = 1,2-O2C2Me4) gave the corresponding boron-containing α-diimines. The addition of these ligands to [MCl2(coe)]2 (coe = cis-cyclooctene, M = Pd or Pt) gave complexes of the type cis-MCl2(α-diimine) in moderate to high yields. The platinum complexes have been examined for their ability to bind to DNA using enzyme digest studies. These complexes were found to bind to single-stranded DNA as well as, or better than, the non-boron containing controls, and showed binding similar to that of cisplatin (cis-PtCl2(NH3)2).Key words: boronate esters, diazabutadienes, DNA-binding, platinum.
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20

Luthardt, Peter, i Ernst-Ulrich Würthwein. "[2+2]- AND [4+2] cycloaddition reactions of 1,3-diazabutadienes with diphenylketene". Tetrahedron Letters 29, nr 8 (styczeń 1988): 921–24. http://dx.doi.org/10.1016/s0040-4039(00)82482-x.

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21

He, Jingyu, Hongxing Xin, Hong Yan, Xiuqing Song i Rugang Zhong. "Synthesis of 1,4-Diazabutadienes (=N,N′-Ethane-1,2-diylidenebis[amines]) by Grinding". Helvetica Chimica Acta 94, nr 1 (styczeń 2011): 159–62. http://dx.doi.org/10.1002/hlca.201000155.

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22

Albert, I. D. L., S. Ramasesha i P. K. Das. "Properties of some low-lying electronic states in polymethineimines and poly(2,3-diazabutadienes)". Physical Review B 43, nr 9 (15.03.1991): 7013–19. http://dx.doi.org/10.1103/physrevb.43.7013.

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23

AVALOS, M., R. BABIANO, P. CINTAS, J. L. JIMENEZ, J. C. PALACIOS i J. B. SANCHEZ. "ChemInform Abstract: A Facile and Expeditious Entry to Acyclic Carbohydrate-Derived 1,2- Diazabutadienes." ChemInform 26, nr 36 (17.08.2010): no. http://dx.doi.org/10.1002/chin.199536242.

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24

Rojas-Saenz, Hector, Galdina V. Suarez-Moreno, Iris Ramos-Garcia, Angelica M. Duarte-Hernandez, Edgar Mijangos, Adrian Pena-Hueso, Rosalinda Contreras i Angelina Flores-Parra. "ChemInform Abstract: 1,4-Dialkyl-1,4-diazabutadienes: Their Reactions with Aluminum and Indium Halides." ChemInform 45, nr 20 (28.04.2014): no. http://dx.doi.org/10.1002/chin.201420111.

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25

Diel, Bruce N., Peter J. Deardorff i Catherine M. Zelenski. "ChemInform Abstract: Synthesis of New 2,3-Perfluoroalkyl- and Perfluoroaryl-1,4-diazabutadienes (α-Diimines)". ChemInform 31, nr 9 (10.06.2010): no. http://dx.doi.org/10.1002/chin.200009078.

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26

Barluenga, José, Miguel Tomás, Alfredo Ballesteros i Luis A. López. "1,4-Cycloaddition of 1,3-diazabutadienes with enamines: An efficient route to the pyrimidine ring". Tetrahedron Letters 30, nr 34 (styczeń 1989): 4573–76. http://dx.doi.org/10.1016/s0040-4039(01)80748-6.

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27

Booth, Corwin H., Marc D. Walter, Daniel Kazhdan, Yung-Jin Hu, Wayne W. Lukens, Eric D. Bauer, Laurent Maron, Odile Eisenstein i Richard A. Andersen. "Decamethylytterbocene Complexes of Bipyridines and Diazabutadienes: Multiconfigurational Ground States and Open-Shell Singlet Formation". Journal of the American Chemical Society 131, nr 18 (13.05.2009): 6480–91. http://dx.doi.org/10.1021/ja809624w.

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28

He, Jingyu, Hongxing Xin, Hong Yan, Xiuqing Song i Rugang Zhong. "ChemInform Abstract: Synthesis of 1,4-Diazabutadienes (=N,N′-Ethane-1,2-diylidenebis[amines]) by Grinding." ChemInform 42, nr 17 (31.03.2011): no. http://dx.doi.org/10.1002/chin.201117055.

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29

Faust, Rüdiger, Bernd Göbelt i Christian Weber. "Triisopropylsilyl Protected Hexa-1,5-diyne-3,4-dione: A Convenient Precursor to 2,3-Dialkynyl 1,4-Diazabutadienes". Synlett 1998, nr 01 (styczeń 1998): 64–66. http://dx.doi.org/10.1055/s-1998-1559.

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30

Faust, Rüdiger, i Bernd Göbelt. "First 2,3-Dialkynyl-1,4-diazabutadienes by Pd-Catalyzed Cross-Coupling of Bis(imidoyl chlorides) and Alkynylstannanes". Tetrahedron Letters 38, nr 46 (listopad 1997): 8017–20. http://dx.doi.org/10.1016/s0040-4039(97)10218-0.

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31

Janich, Simon, Roland Fröhlich, Andrea Wilken, Jan von Zamory, Atsushi Wakamiya, Shigehiro Yamaguchi i Ernst-Ulrich Würthwein. "3,4-Dihydro-3H-pyrrol-2-imines as Conformationally Restrained 1,3-Diazabutadienes: Synthesis, Structural Properties and Protonation". European Journal of Organic Chemistry 2009, nr 13 (maj 2009): 2077–87. http://dx.doi.org/10.1002/ejoc.200900045.

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32

Imhof, Wolfgang, i Ernst Anders. "Regioselectivity in Iron-Catalyzed [2+2+1] Cycloadditions: A DFT Investigation of Substituent Effects in 1,4-Diazabutadienes". Chemistry - A European Journal 10, nr 22 (19.11.2004): 5717–29. http://dx.doi.org/10.1002/chem.200400215.

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33

FAUST, R., B. GOEBELT i C. WEBER. "ChemInform Abstract: Triisopropylsilyl Protected Hexa-1,5-diyne-3,4-dione: A Convenient Precursor to 2,3-Dialkynyl 1,4-Diazabutadienes." ChemInform 29, nr 17 (23.06.2010): no. http://dx.doi.org/10.1002/chin.199817087.

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34

Bootz, Konrad, i Wilhelm P. Neumann. "The first synthesis of aza-germacyclopentenes: Cycloadditions of 1-aza- and 1,4-diazabutadienes with free singlet dimethyl germylene". Tetrahedron Letters 30, nr 48 (1989): 6669–72. http://dx.doi.org/10.1016/s0040-4039(00)70646-0.

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35

FAUST, R., i B. GOEBELT. "ChemInform Abstract: First 2,3-Dialkynyl-1,4-diazabutadienes by Pd-Catalyzed Cross-Coupling of Bis(imidoyl chlorides) and Alkynylstannanes." ChemInform 29, nr 7 (24.06.2010): no. http://dx.doi.org/10.1002/chin.199807041.

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36

Singh, G. S., i K. Kopo. "ChemInform Abstract: Synthesis of 1,1,4,4-Tetraryl-1,3-diazabutadienes (II) by Oxidation of Hydrazones (I) Using Bis(acetylacetonato)copper(II)." ChemInform 33, nr 46 (19.05.2010): no. http://dx.doi.org/10.1002/chin.200246113.

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37

Barluenga, José, Miguel Tomás, Alfredo Ballesteros i Luis A. López. "A Simple, Regioselective Synthesis of 5,6-Dihydro-1,3,5-triazine-2,4(1H,3H)-dione Derivatives fromN-Trimethylsilyl Imines via 1,3-Diazabutadienes". Synthesis 1989, nr 03 (1989): 228–29. http://dx.doi.org/10.1055/s-1989-27212.

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38

Baker, Robert J., Robert D. Farley, Cameron Jones, Marc Kloth i Damien M. Murphy. "The reactivity of diazabutadienes toward low oxidation state Group 13 iodides and the synthesis of a new gallium(i) carbene analogue". Journal of the Chemical Society, Dalton Transactions, nr 20 (2002): 3844. http://dx.doi.org/10.1039/b206605j.

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39

Das, Samir, Indranil Chakraborty i Animesh Chakravorty. "Rhenium Chemistry of Diazabutadienes and Derived Iminoacetamides Spanning the Valence Domain II−VI. Synthesis, Characterization, and Metal-Promoted Regiospecific Imine Oxidation". Inorganic Chemistry 42, nr 20 (październik 2003): 6545–55. http://dx.doi.org/10.1021/ic034586c.

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40

Kia, Reza, i Azadeh Kalaghchi. "Intra- and intermolecular interactions in a series of chlorido-tricarbonyl-diazabutadienerhenium(I) complexes: structural and theoretical studies". Acta Crystallographica Section B Structural Science, Crystal Engineering and Materials 76, nr 3 (16.05.2020): 417–26. http://dx.doi.org/10.1107/s2052520620004333.

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A series of new chlorido-tricarbonylrhenium(I) complexes bearing alkyl-substituted diazabutadiene (DAB) ligands, namely N,N′-bis(2,4-dimethylbenzene)-1,4-diazabutadiene (L1), N,N′-bis(2,4-dimethylbenzene)-2,3-dimethyl-1,4-diazabutadiene (L2), N,N′-bis(2,4,6-trimethylbenzene)-2,3-dimethyl-1,4-diazabutadiene (L3) and N,N′-bis(2,6-diisopropylbenzene)-1,4-diazabutadiene (L4), were synthesized and investigated. The crystal structures have been fully characterized by X-ray diffraction and spectroscopic methods. Density functional theory, natural bond orbital and non-covalent interaction index methods have been used to study the optimized geometry in the gas phase and intra- and intermolecular interactions in the complexes, respectively. The most important studied interactions in these metal carbonyl complexes are n→π*, n→σ* and π→π*. Among complexes 1–4, only 2 shows interesting intermolecular n→π* interactions due to lp(C[triple-bond]O)...π* and lp(Cl)...π* (lp = lone pair) contacts.
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41

Kia, Reza, i Azadeh Kalaghchi. "Structural, Non-Covalent Interaction, and Natural Bond Orbital Studies on Bromido-Tricarbonyl Rhenium(I) Complexes Bearing Alkyl-Substituted 1,4-Diazabutadiene (DAB) Ligands". Crystals 10, nr 4 (1.04.2020): 267. http://dx.doi.org/10.3390/cryst10040267.

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The synthesis, characterization, structural and computational studies of Re(I) tricarbonyl bromo complexes bearing alkyl-substituted 1,4-diazabutadiene ligands, [Re(CO)3(1,4-DAB)Br], where 1,4-DAB = N,N-bis(2,4-dimethylbenzene)-1,4-diazabutadiene, 2,4-Me2DAB (1); N,N-bis(2,4-dimethylbenzene)-2,3-dimethyl-1,4-diazabutadiene, 2,4-Me2DABMe (2); N,N-bis(2,4,6-trimethylbenzene)-1,4-diazabutadiene, 2,4,6-Me3DAB (3); and N,N-bis(2,6-diisopropylbenzene)-1,4-diazabutadiene, 2,6-ipr2DAB (4) are reported. The complexes were characterized by different spectroscopic methods such as FT-IR, 1H-NMR, 13C-NMR, and elemental analyses and their solid-state structures were confirmed by X-ray diffraction. In each complex, the Re(I) centre shows a distorted octahedral shape with a facial geometry of carbonyl groups. The gas phase geometry of the complexes was identified by density functional theory. Interesting intermolecular n…π* interactions of complexes 1 and 3 were investigated by non-covalent interaction index (NCI), and natural bond orbital (NBO) analyses. The intramolecular n…σ*, σ…π*, π…σ* interactions were also studied in complexes 3 and 4.
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42

Zhao, Jie, Jianchao Yuan, Weibing Xu, Jingjing Chen i Yanqiong Mu. "2,3-Bis{[2,3-dimethyl-6-(phenylvinyl)phenyl]imino}butane". Acta Crystallographica Section E Structure Reports Online 70, nr 2 (11.01.2014): o130. http://dx.doi.org/10.1107/s1600536814000440.

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In the title compound, C36H36N2, a product of the condensation reaction of 2,3-dimethyl-6-phenylvinylbenzenamine and 2,3-butanedione, the complete molecule is generated by the application of an inversion centre. The central C—C bond in the 1,4-diazabutadiene fragment istrans-configured and situated about the inversion center. The dihedral angle between the ring attached to N and the 1,4-diazabutadiene plane is 78.24 (36)°, while the 1,4-diazabutadiene plane makes an angle of 30.71 (26)° with the phenyl ring.
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43

Pott, Thomas, Peter Jutzi, Beate Neumann i Hans-Georg Stammler. "Differing Reactivities of Cp*Ga toward Diazabutadienes: Synthesis of Novel 1-Galla-2,5-diazoles and of the Known Radical Ga[But-DAB]2". Organometallics 20, nr 10 (maj 2001): 1965–67. http://dx.doi.org/10.1021/om001045b.

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44

Sain, Bir, Satyendra P. Singh i Jagir S. Sandhu. "Diazabutadienes in heterocyclic syntheses. Preparation of pyrimidin-6-ones by reaction of 4-dialkylamino-1,3-diaza-1,3-butadienes with 2-oxazolin-5-ones". Tetrahedron 48, nr 22 (styczeń 1992): 4567–78. http://dx.doi.org/10.1016/s0040-4020(01)81230-8.

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45

Weber, Lothar, Jan Förster, Hans-Georg Stammler i Beate Neumann. "Contribution to the Reactivity ofN,N′-Diaryl-1,4-diazabutadienes Aryl–N=CH–CH=N–Aryl (Aryl = 2,6-Dimethylphenyl; 2,4,6-Trimethylphenyl) Towards Boron Trichloride". European Journal of Inorganic Chemistry 2006, nr 24 (grudzień 2006): 5048–56. http://dx.doi.org/10.1002/ejic.200600728.

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Lv, Wen-Xian, Jian Li, Yu-Lai Hu, Ying-Peng Su i Dan-Feng Huang. "(Z)-N-[(Z)-3-(2,5-Dimethylphenylimino)butan-2-ylidene]-2,5-dimethylaniline". Acta Crystallographica Section E Structure Reports Online 70, nr 2 (22.01.2014): o175. http://dx.doi.org/10.1107/s1600536814001020.

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The asymmetric unit of the title compound, C20H24N2, contains one half-molecule, with the single C—C bond of the 1,4-diazabutadiene fragment situated on a centre of symmetry. The benzene rings are inclined to the 1,4-diazabutadiene mean plane by 59.5 (1)°.
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Uhl, Werner, Jens Molter i Bernhard Neumüller. "Synthesis of Aluminum Hydrazides by Hydroalumination of 2,3-Diazabutadienes—Formation of an Al4(N2)3 Cage Compound and an Al3(N2)3 Macrocyclic Ligand". Chemistry 7, nr 7 (1.04.2001): 1510–15. http://dx.doi.org/10.1002/1521-3765(20010401)7:7<1510::aid-chem1510>3.0.co;2-p.

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SAIN, B., S. P. SINGH i J. S. SANDHU. "ChemInform Abstract: Diazabutadienes in Heterocyclic Syntheses. Preparation of Pyrimidin-6- ones by Reaction of 4-Dialkylamino-1,3-diaza-1,3-butadienes with 2- Oxazolin-5-ones." ChemInform 23, nr 39 (21.08.2010): no. http://dx.doi.org/10.1002/chin.199239208.

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Trifonov, Alexander A., Elena A. Fedorova, Georgy K. Fukin, Evgenii V. Baranov, Nikolai O. Druzhkov i Mikhail N. Bochkarev. "Bridging μ-η5:η4-Coordination of an Indenyl Ligand and Reductive Coupling of Diazabutadienes in the Assembly of Di- and Tetranuclear Mixed-Valent Ytterbium Indenyldiazabutadiene Complexes". Chemistry - A European Journal 12, nr 10 (20.03.2006): 2752–57. http://dx.doi.org/10.1002/chem.200501181.

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WEIDENBRUCH, M., A. LESCH i K. PETERS. "ChemInform Abstract: Silicon Compounds with Strongly Intramolecular Steric Interactions. Part 44. (4 +1) Versus (4 + 2) Cycloaddition of Di-tert.-butylsilylene and Tetra-tert.-butyldisilene to 1,4-Diazabutadienes." ChemInform 22, nr 26 (23.08.2010): no. http://dx.doi.org/10.1002/chin.199126221.

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