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Volumn , Issue 13, 2009, Pages 2077-2087

3,4-dihydro-3//-pyrrol-2-imines as conformationally restrained 1,3-diazabutadienes: Synthesis, structural properties and profanation

Author keywords

Acidity; Cross coupling; Fluorescence; Nitrogen heterocycles

Indexed keywords


EID: 66149087612     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200900045     Document Type: Article
Times cited : (4)

References (27)
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    • 66149138500 scopus 로고    scopus 로고
    • M.J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery Jr, T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tom-asi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda,O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratch-ian, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gom- perts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dap- prich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov,G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin,D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayak- kara, M. Challacombe, P
    • M.J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery Jr, T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tom-asi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda,O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratch-ian, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gom- perts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dap- prich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov,G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin,D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayak- kara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen,M. W. Wong, C. Gonzalez, J. A. Pople, Gaussian 03, Revision C.01, Gaussian, Inc., Wallingford, CT, 2004. Details of the quantum chemical calculations (Gaussian archive entries) may be obtained from E.-U. W. upon request.
  • 24
    • 37549039510 scopus 로고    scopus 로고
    • The data set for 3b was collected with Enraf Nonius CAD4 and Nonius KappaCCD diffractometers, in case of Mo radiation equipped with a rotating anode generator. Programs used: data collection EXPRESS (Nonius B.V., 1994) and COLLECT (Nonius B.V., 1998), data reduction MolEN (K. Fair, Enraf- Nonius B.V., 1990) and Denzo-SMN (Z. Otwinowski, W Minor, Methods Enzymol. 1997, 276, 307-326) and Denzo (Z. Otwinowski, D. Borek, W. Majewski, W. Minor, Acta Crys- tallogr., Sect. A 2003, 59, 228-234), structure solution SHELXS-97 (G. M. Sheldrick, Acta Crystallogr., Sect. A 1990, 46, 467-473), structure refinement SHELXL-97 (G. M. Sheldrick, Acta Crystallogr., Sect. A 2008, 64, 112-122), graphics
    • The data set for 3b was collected with Enraf Nonius CAD4 and Nonius KappaCCD diffractometers, in case of Mo radiation equipped with a rotating anode generator. Programs used: data collection EXPRESS (Nonius B.V., 1994) and COLLECT (Nonius B.V., 1998), data reduction MolEN (K. Fair, Enraf- Nonius B.V., 1990) and Denzo-SMN (Z. Otwinowski, W Minor, Methods Enzymol. 1997, 276, 307-326) and Denzo (Z. Otwinowski, D. Borek, W. Majewski, W. Minor, Acta Crys- tallogr., Sect. A 2003, 59, 228-234), structure solution SHELXS-97 (G. M. Sheldrick, Acta Crystallogr., Sect. A 1990, 46, 467-473), structure refinement SHELXL-97 (G. M. Sheldrick, Acta Crystallogr., Sect. A 2008, 64, 112-122), graphics
  • 25
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    • PLATON (A. L. Spek, J. Appl. Crystallogr. 2003, 36,7-13).
    • PLATON (A. L. Spek, J. Appl. Crystallogr. 2003, 36,7-13).
  • 26
    • 66149122348 scopus 로고    scopus 로고
    • 713889 (for 5b) and -713890 (for 5k) contain the supplementary crystallographic data for this paper
    • CCDC-713888 for 3b
    • CCDC-713888 (for 3b), -713889 (for 5b) and -713890 (for 5k) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
    • These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
  • 27
    • 66149125355 scopus 로고    scopus 로고
    • Intensity data for 5b and 5k were collected at 123 K with a Rigaku Single Crystal CCD X-ray Diffractometer Saturn 7 with MicroMax 7 with Mo-Ka radiation (X = 0.71070 A)and graphite monochromator. The structure was solved by direct methods (SHELXS-97) and refined by the full-matrix least-squares on F2 (SHELXL-97).
    • Intensity data for 5b and 5k were collected at 123 K with a Rigaku Single Crystal CCD X-ray Diffractometer Saturn 7 with MicroMax 7 with Mo-Ka radiation (X = 0.71070 A)and graphite monochromator. The structure was solved by direct methods (SHELXS-97) and refined by the full-matrix least-squares on F2 (SHELXL-97).


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