Boron Chemistry

  • Chapter
  • First Online:
Neutron Capture Therapy
  • 2331 Accesses

Abstract

A basic overview of essential aspects of the very rich chemistry of boron is discussed to elucidate the structural behavior and chemical properties of boron-containing molecules. Some introductory elements are provided concerning the peculiar chemical properties of boron, which derive from its electronic configuration, bonding orbitals, and electronegativity, and are fundamental to understanding boron’s behavior. The structural complexity deriving from such properties, which results in a variety of structures of elemental boron and boron derivatives, will be subsequently introduced, followed by an outline on the main classes of boron-containing compounds. This overview will begin with inorganic boron derivatives, followed by carbon-containing and, finally, organic boron compounds.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Subscribe and save

Springer+ Basic
EUR 32.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or Ebook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

Chapter
EUR 29.95
Price includes VAT (Germany)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
EUR 128.39
Price includes VAT (Germany)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
EUR 165.84
Price includes VAT (Germany)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free ship** worldwide - see info
Hardcover Book
EUR 213.99
Price includes VAT (Germany)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free ship** worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Similar content being viewed by others

References

  1. Greenwood NN (1975) Boron. Pergamon Press, Oxford

    Google Scholar 

  2. Prasad DLVK, Balakrishnarajan MM, Jemmis ED (2005) Electronic structure and bonding of β-rhombohedral boron using cluster fragment approach. Phys Rev B 72:195102/1–195102/6

    Article  CAS  Google Scholar 

  3. Heřmánek S (1992) 11B NMR spectra of boranes, main-group heteroboranes, and substituted derivatives. Factors influencing chemical shifts of skeletal atoms. Chem Rev 92:325–362

    Article  Google Scholar 

  4. Bowden GH (1980) Supplement to Mellor’s comprehensive treatise on inorganic and theoretical chemistry, vol 5, Boron, Part A, Boron-oxygen compounds. Longman, London

    Google Scholar 

  5. van den Berg R, Peters JA, van Bekkum H (1994) The structure and (local) stability constants of borate esters of mono- and di-saccharides as studied by 11B and 13C NMR spectroscopy. Carbohydr Res 253:1–12

    Article  PubMed  Google Scholar 

  6. Yuan G, Xue D (2007) Crystal chemistry of borates: the classification and algebraic description by topological type of fundamental building blocks. Acta Crystallogr B 63:353–362

    Article  PubMed  Google Scholar 

  7. Olah GA (1973) Friedel-crafts chemistry. Wiley, New York

    Google Scholar 

  8. Kennedy JP, Huang SY, Feinberg SC (1977) Cationic polymerization with boron halides. III. BCl3 coinitiator for olefin polymerization. J Polym Sci A 15:2801–2819

    CAS  Google Scholar 

  9. Nederlandse V, Raffinadery Van Petroleumproducten Sparndamseweg N (1971) Refining of hydrocarbon with boron trifluoride. US Patent 3617533 (Haarlem, NL)

    Google Scholar 

  10. Branchadell V, Oliva A (1991) The Lewis acidity scale of boron trihalides: an ab initio study. Theochem 236:75–84

    Article  CAS  Google Scholar 

  11. Branchadell V, Oliva A (1991) Complexes between formaldehyde and boron trihalides. An ab initio study. J Am Chem Soc 113:4132–4136

    Article  CAS  Google Scholar 

  12. Islas R, Chamorro E, Robles J, Heine T, Santos JC, Merino (2007) Borazine: to be or not to be aromatic. Struct Chem 18:833–839

    Article  CAS  Google Scholar 

  13. Paine RT, Narula CK (1990) Synthetic routes to boron nitride. Chem Rev 90:73–91

    Article  CAS  Google Scholar 

  14. Will G, Kossobutzki KH (1976) An X-ray diffraction analysis of boron carbide B13C2. J Less Common Metals 47:43–48

    Article  CAS  Google Scholar 

  15. Kasper JS, Lucht CM, Harker D (1948) The structure of the decaborane molecule. J Am Chem Soc 70: 881. Kasper JS, Lucht CM, Harker D (1950) The crystal structure of the decaborane, B10H14. Acta Crystallogr 3: 436–455

    Google Scholar 

  16. Longuet-Higgins HC, de Roberts MV (1955) The electronic structure of an icosahedron of boron atoms. Proc R Soc Lond A Math Phys Sci 230:110–119

    Article  CAS  Google Scholar 

  17. Lipscomb WN (1963) Boron hydrides. Benjamin, New York. Lipscomb WN (1976) Nobel lecture, http://nobelprize.org/nobel_prizes/chemistry/laureates/1976/lipscomb-lecture.pdf

  18. Wade K (1976) Structural and bonding patterns in cluster chemistry. Adv Inorg Chem Radiochem 18:1–66

    Article  CAS  Google Scholar 

  19. Greenwood NN (1989) Boron hydride clusters. In: Roesky M (ed) Rings, clusters and polymers of main group and transition elements. Elsevier, Amsterdam

    Google Scholar 

  20. Sayden-Penne J (1991) Reductions by the alumino- and borohydrides in organic synthesis. VCH, New York

    Google Scholar 

  21. Brown HC (1975) Organic synthesis via boranes. Wiley, New York. Brown HC (1979) Nobel lecture, http://nobelprize.org/nobel_prizes/chemistry/laureates/1979/brown-lecture.pdf

  22. Greenwood NN (1992) Taking stock: the astonishing development of boron hydride cluster chemistry. Chem Soc Rev 20:49–57

    Article  Google Scholar 

  23. Komura M, Aono K, Nagasawa K, Sumimoto S (1987) A convenient preparation of 10B-enriched B12H11SH2–, an agent for neutron capture therapy. Chem Express 2:173–176. Tolpin EI, Wellum GR, BerleyS A (1978) Synthesis and chemistry of mercaptoundecahydro-closo-dodecaborate2(−). Inorg Chem 17:2867–2873

    Google Scholar 

  24. Grimes RN (1970) Carboranes. Academic, New York

    Google Scholar 

  25. Taoda Y, Sawabe T, Endo Y, Yamaguchi K, Fujiid S, Kagechika H (2008) Identification of an intermediate in the deboronation of ortho-carborane: an adduct of ortho-carborane with two nucleophiles on one boron atom. Chem Commun 2049–2051

    Google Scholar 

  26. Valliant JF, Guenther KJ, King AS, Morel P, Schaffer P, Sogbein OO, Stephenson KA (2002) The medicinal chemistry of carboranes. Coord Chem Rev 232:173–230

    Article  CAS  Google Scholar 

  27. Negishi E, Idacavage M (1985) Formation of carbon-carbon and carbon-heteroatom bonds via organoboranes and organoborates. Org React 33:1–246

    CAS  Google Scholar 

  28. Alonso F, Beletskaya IP, Yus M (2008) Non-conventional methodologies for transition-metal catalysed carbonecarbon coupling: a critical overview. Part 2: the Suzuki reaction. Tetrahedron 64:3047–3101

    Article  CAS  Google Scholar 

  29. Park KC, Yoshino K, Tomiyasu H (1999) A high-yield synthesis of 4-borono-dl-phenylalanine. Synthesis 1999:2041–2044

    Article  Google Scholar 

  30. Torrado A, Iglesias B, López S, de Lera AR (1995) The Suzuki reaction in stereocontrolled polyene synthesis: retinol (vitamin A), its 9- and/or 13-demethyl analogs, and related 9-demethyl-dihydroretinoids. Tetrahedron 51:2435–2454

    Article  CAS  Google Scholar 

  31. Malan C, Morin C (1998) A concise preparation of 4-borono-L-phenylalanine (L-BPA) from L-phenylalanine. J Org Chem 63:8019–8020. See also Nakamura H, Fujiwara M, Yamamoto Y (2000) A practical method for the synthesis of enantiomerically pure 4-borono-L-phenylalanine. Bull Chem Soc Jpn. 73: 231–235

    Article  CAS  Google Scholar 

  32. Samankumara Sandanayakea KRA, Jamesa TD, Shinkaia S (1996) Molecular design of sugar recognition systems by sugar-diboronic acid macrocyclization. Pure Appl Chem 68:1207–1212

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Luigi Panza .

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 2012 Springer-Verlag Berlin Heidelberg

About this chapter

Cite this chapter

Panza, L., Prosperi, D. (2012). Boron Chemistry. In: Sauerwein, W., Wittig, A., Moss, R., Nakagawa, Y. (eds) Neutron Capture Therapy. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-31334-9_6

Download citation

  • DOI: https://doi.org/10.1007/978-3-642-31334-9_6

  • Published:

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-31333-2

  • Online ISBN: 978-3-642-31334-9

  • eBook Packages: MedicineMedicine (R0)

Publish with us

Policies and ethics

Navigation