In quest of new and stable bis(organyloxy)boranes (RO)2BH for catalytic hydroboration

Chemische Berichte

Volumn 130, Issue 3, 1997, Pages 363-370

  Lang, Andreas ^a   Nöth, Heinrich ^a   Thomann Albach, Martina ^a  

^a UNIVERSITY OF MUNICH   (Germany)

Author keywords

Bis(triphenylmethoxy)hydroborane; Naphtho 1,8 rfe 1,3,2dioxaborinane; Naphtho 2,3 rf l,3,2 dioxaborolane; Phenanthro 9,10 rf l,3,2 dioxaborolane

Indexed keywords

EID: 0039249331     PISSN: 00092940     EISSN: None     Source Type: Journal    
DOI: 10.1002/cber.19971300310     Document Type: Article

References (20)

1. 235th contribution: A. Lane, H. Nöth, M. Schmidt, Cliem. Ber. 1997,750,241-246.
2. D. Männie, H. Nöth, Angew. Client. 1985, 97, 854-855; Angen: Cliem. Int. Ed. Engl. 1985, 24, 878; D. Männis, PhD Thesis, University of Munich, 1985; J. D. Hewes, C. W. Kreimendahl, T. B. Marder, M. F. Hawthorne, J. Am. Cliem. Soc. 1984, 106, 575-5759.
3. K. Burgess, M. J. Ohlmeyer, Cliem. Rev. 1991, 91, 1179-1191; I. D. Gridner, N. Miyanra, A. Suzuki, Organoinetallics 1993, 12, 589-592; J. M. Brown, G. C. Lloyd-Jones, J. Am. Cliem. Soc. 1994,116, 866-878. J. L. Mathews, P. G. Steel, Tetrahedron Lett. 1994,55, 1421; R. T. Baker, J. C. Calabrese, S. A. Westcott, P. Nguyen, T. B. Marder, J. Am. Cliem. Soc. 1994, 114, 4367-4368; K. Burgess, W. A. van der Donk, S. A. Westcott, T. B. Marder, R. T. Baker, J. C. Calabrese, J. Am. Cliem. Soc. 1992,114, 9350-9359; K. Burgess, W. A. van der Donk, Inorg. Cliim. Acta 1994, 220, 93-97. Ch. Einertshofer, PhD Thesis, University of Munich, 1992; D. A. Evans, G. C. Fu, A. H. Hoveyda, J. Am. Cliem. Soc. 1992, 114, 6071-6079; J. H. Brown, G. C. Lloyd-Jones, J. Am. Cliem. Soc. 1994, 116, 866-878. R. T. Baker, J. C. Calabrese, St. A. Wescott, T. B. Marder, J. Am. Cliem. Soc. 1995, 777, 677-8684; P. J. Frazen, L. G. Sneddon, Organometallics 1994, 13, 2867-2877.
4. K. Burcess, W. A. van der Donk, A. M. Kook, J. Org. Cliem. 1991, 56, 2949-2951; S. A. Wescott, H. P. Blom, T. B. Marder, R. T. Baker, J. Am. Cliem. Soc. 1992, 114, 8863-8869.
5. P. von Racue-Schleyer, Angew. Cliem. 1995, 707, 108-111; Angew. Cliem. Int. Ed. Engl. 1995,34, 115-118; D. G. Musaev, K. Marokuma, J. Am. Cliem. Soc. 1994, 776, 3932-3942.
6. A. E. Dorico, J. A. Osborne, F. H. Jardine, J. F. Young, G. Wilkinson, J. Cliem. Soc. A, 1966, 1711-1732.
7. A. Arase, Y. Nunokawa, Y. Masuda, M. Hoshi, J. Cliem. Soc., Cliem. Commun. 1992, 51-52.[7a} It is conceivable that many other boranes besides catecholborane will be suitable for catalytic hydroboration. [7b] This has very recently demonstrated: S. Pereira, M. Srebnik, Tetrahedron Lett. 1996, 37, 3283-3286.
8. D. J. Pasto, V. Balasubramaniyan, P. W. Woijtkowski, Inorg. Cliem. 1969, 8, 594-598.
9. D. M. Young, C. D. Anderson, J. Org. Client. 1961, 26, 1669-1671.
10. [10a] B g Bapat B c Subba Rao M K Unni K Venkataraman, Tetrahedron Lett. 1960, 5, 15-16.
11. [10b] Y. Lepage, Aim. Chim. (Paris) 1959,4, 1137-1181.
12. L. Barton, F. A. Grimm, R. F. Porter, Inorg. Cliem. 1966, 5, 2076-2078.
13. R. F. Porter, S. K. Gupta, J. Phys. Cliem. 1964, 68, 280-289.
14. 13C-NMR Spektroskopie, Georg Thieme Verlag, Stuttgart, New York 1984.
15. [I4] B. Wrackmeyer, R. Roster, Chem. Ber. 1981, 114, 1994-1893.
16. D. Kaufmann, R. Boese, Angcw. Chem. 1990, 702, 568-569, Angew. Chem. Int. Ed. Engl. 1990, 29, 545-546.
17. This value results by taking into account the resonance energy of phenanthrene (381 kj/mol) compared with the resonance energy of two benzene molecules (151 kJ/mol each).
18. J. A. Osborne, G. Wilkinson, Inorg. Syntli. 1967, 70, 67-71.
19. Siemens Analytical Instruments Version 5, 1992.
20. G. W. Sheldrick, University of Göttineen, 1993.