Isolation of an intermediate in the insertion of a carbodiimide into a boron-aryl bond

Chemical Communications

Volumn , Issue 43, 2005, Pages 5462-5464

  Hill, Nicholas J ^a   Moore, Jennifer A ^a   Findlater, Michael ^a   Cowley, Alan H ^a  

^a UNIVERSITY OF TEXAS AT AUSTIN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BORON; BORON DERIVATIVE; CYANAMIDE; FUNCTIONAL GROUP; LEWIS ACID; LEWIS BASE; TOLUENE;

ACID BASE BALANCE; ARTICLE; CHEMICAL ANALYSIS; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; DENSITY FUNCTIONAL THEORY; HEATING;

EID: 28044447624     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b511080g     Document Type: Article

References (19)

1. M. P. Coles, D. C. Swenson, R. F. Jordan and V. G. Young, Jr., Organometallics, 1997, 16, 5183.
2. J. Barker, N. C. Blacker, P. R. Phillips, N. W. Alcock, W. Errington and M. G. H. Wallbridge, J. Chem. Soc., Dalton Trans., 1996, 431.
3. (a) C. Ergezinger, F. Weller and K. Dehnicke, Z. Naturforsch., 1988, 43b, 1621;
4. (b) P. Blais, T. Olivers, A. Downard and M. Parvez, Can. J. Chem., 2000, 78, 10.
5. N. J. Hill, M. Findlater and A. H. Cowley, Dalton Trans., 2005, 3329.
6. S. Gambarotta, S. Strologo, C. Floriani, A. Chiesi-Villa and C. Guastini, Inorg. Chem., 1985, 24, 654.
7. (a) P. Braunstein and D. Nobel, Chem. Rev., 1989, 89, 1927;
8. (b) J. A. Tunge, C. J. Czerwinski, D. A. Gately and J. R. Norton, Organometallics, 2001, 20, 254.
9. Y. Musashi and S. Sakaki, J. Chem. Soc., Dalton Trans., 1998, 577.
10. C. N. Rowley, G. N. Dilabio and S. T. Berry, Inorg. Chem., 2005, 44, 1983.
11. 2Fe) (ref. 4).
12. 2, 364.1644; found 364.1642.
13. 2 = 0.1362, GOF = 0.979. Both data sets were collected at 153(2) K on a Nonius-Kappa CCD diffractometer. There are two independent molecules in the asymmetric unit of 2. CCDC 278056 (1) and 278734 (2). For crystallographic data in CIF or other electronic format see DOI: 10.1039/b511080g.
14. H. Jacobsen, H. Berke, S. Döring, G. Kehr, G. Erker, H. Fröhlich and O. Meyer, Organometallics, 1999, 18, 1724.
15. 3/CyN=C=NCy system suggests that there is no interaction between the amidoborane and the carbodiimide, in agreement with the observed lack of reaction between these two compounds, even in refluxing toluene solution.
16. 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. Tomasi, 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. Hratchian, J. B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, 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. Dapprich, 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. Nanayakkara, M. Challacombe, P. M W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez and J. A. Pople, GAUSSIAN 03, (Revision B.04), Gaussian, Inc., Pittsburgh PA, 2003.
17. 16 and the POV-ray windows program.
18. G. Shaftenaar, MOLDEN 3.4; CAOS/CAMM Center Nijmegen: Toernooiveld, Nijmegen, The Netherlands, 1991.
19. H. Nöth and B. Wrackmeyer in Nuclear Magnetic Resonance Spectroscopy of Boron Compounds, Springer Verlag, Berlin, 1978, ch. 7, pp. 74-101.