Borane-ammonia complexes stabilized by hydrogen bonding

Organic Letters

Volumn 4, Issue 23, 2002, Pages 4109-4111

  Hughes, Chambers C ^a   Scharn, Dirk ^b   Mulzer, Johann ^c   Trauner, Dirk ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b Jerini AG   (Germany)

^c INSTITUT FÜR ORGANISCHE CHEMIE   (Austria)

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE;

EID: 0042738081     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol026865u     Document Type: Article

References (13)

1. Steed, J. W.; Atwood, J. L. Supramolecular Chemistry; Wiley: Chichester, UK, 2000; see also references therein.
2. Reetz, M. T.; Niemeyer, C. M.; Hermes, M.; Goddard, R. Angew. Chem., Int. Ed. Engl. 1992, 32, 1017.
3. Reetz, M. T.; Huff, J.; Goddard, R. Tetrahedron Lett. 1994, 35, 2521.
4. For a recent review of amine-borane chemistry, see: (a) Carboni, B.; Monnier, L. Tetrahedron 1999, 55, 1197.
5. See also: (b) Huskens, J.; Goddard, R.; Reetz, M. T. J. Am. Chem. Soc. 1998, 120, 6617.
6. (c) Nozaki, K.; Tsutsumi, T.; Takaya, H. J. Org. Chem. 1995, 60, 6668.
7. For a review of directed ortho-metalation, see: (a) Snieckus, V. Chem. Rev. 1990, 90, 879.
8. See also: (b) Ronald, R. C.; Winkle, M. R. Tetrahedron 1983, 39, 2031.
9. (c) McMurry, J. E.; Farina, V.; Scott, W. J.; Davidson, A. H.; Summers, D. R.; Shenvi, A. J. Org. Chem. 1984, 49, 3803.
10. Wada, M.; Kanzaki, M.; Ogura, H.; Hayase, S.; Erabi, T. J. Organomet. Chem. 1995, 465, 127. The possibility of hydrogen bonds is not mentioned in this paper.
11. 2, recently established as powerful hydride reducing agents. See: Thomas, S.; Huynh, T.; Enriquez-Rios, V.; Singaram, B. Org. Lett. 2001, 3, 3915 and references therein.
12. Thoennes, D.; Weiss, E. Chem. Ber. 1978, 111, 3157.
13. Dinnebier, R. E.; Behrens, U.; Olbrich, F. J. Am. Chem. Soc. 1998, 120, 1430.