Synthesis : carbon with two heteroatoms, each attached by a single bond

Bibliographic Information

Synthesis : carbon with two heteroatoms, each attached by a single bond

volume editor, Gordon W. Kirby

(Comprehensive organic functional group transformations / editors-in-chief, Alan R. Katritzky, Otto Meth-Cohn, Charles W. Rees, v. 4)

Pergamon , Elsevier Science, c1995

Available at  / 55 libraries

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Note

Bibliography: p. 1091-1229

Includes index

Description and Table of Contents

Description

In this Volume, containing 24 chapters devoted to carbon attached by single bonds to two heteroatoms, the reader will find several chapters reviewing the synthesis of familiar functional groups, notably acetals, dithioacetals, aminals and the various mixed species. The derivatives with tetracoordinated (saturated) carbon are described in Part I and those, eg. ketene acetals, of tricoordinated carbon in Part II. However, the treatment is comprehensive and the authors have uncovered much fascinating chemistry concerning less familiar groups, including some like geminal halohydrins, halo amines and diols that are often unstable. Again, a surprisingly large number of compounds having two metals attached to the same carbon have been located in the literature, and the abundance of phosphorus derivatives, eg. those with geminal nitrogen functions, reflects their importance as biologically active species and as intermediates in synthesis. Part III consists of a single, short chapter describing dicoordinate carbon (carbenes) and examples of carbon cations, anions and radicals. Here the treatment is deliberately selective since throughout the work as a whole emphasis is placed on the synthesis of isolable species rather than the transient intermediates of organic reactions.

Table of Contents

  • Dihaloalkanes (R.A. Hill). Functions incorporating a halogen and a chalcogen (N.W.A. Geraghty). Functions incorporating a halogen and another heteroatom group other than a chalcogen (A.C. Campbell, D. Jaap). Functions bearing two oxygens (H.K. Rami, D.T. MacPherson). Functions incorporating oxygen and another chalcogen (R.H. Wightman). Functions incorporating two chalcogens other than oxygen (Y. Vallee, A. Bulpin). Functions incorporating a chalcogen and a group V element (J.D. Hepworth, C. Gabbutt). Functions incorporating a chalcogen and a silicon, germanium, boron or metal (M. Gough, J. Steele). Functions bearing two nitrogens (D.R. Buckle, I.L. Pinto). Functions incorporating a nitrogen and another group V element (M. Heaney). Functions incorporating a nitrogen and a silicon, germanium, boron or metal (J. Steele, M. Gough). Functions containing one phosphorus and either another phosphorus or As, Sb, Bi, Si, Ge, B or a metal (R.A. Aitken). Functions containing at least one As, Sb or Bi together with a metalloid (Si, Ge or B) or a metal (W.M. Horspool). Functions containing at least one metalloid (Si, Ge or B) together with another metalloid or metal (C. Barber). Functions containing two atoms of the same metallic element (W.J. Kerr, P.L. Pauson). Functions containing two different atoms of metallic elements (W.J. Kerr, P.L. Pauson). Functions incorporating two halogens or a halogen and a chalcogen (R. Westwood, N. Westwood, P.D. Kennewell). Functions incorporating a halogen and another group other than a halogen or a chalcogen (D.I. Smith). Functions bearing two chalcogens (G.N. Sheldrake). Functions containing a chalcogen and any other group than a halogen or a chalcogen (R. Westwood, N. Westwood, P.D. Kennewell). Functions containing at least one nitrogen and no halogen or chalcogen (G.L. Patrick). Functions containing at least one phosphorus, arsenic, antimony or bismuth and no halogen, chalcogen or nitrogen (J. Berge). Functions containing at least one metalloid (Si, Ge or B) and no halogen, chalcogen or group V element
  • also of functions containing two metals (R.A.B. Webster). Tri- and di-coordinated ions, radicals and carbenes bearing two heteroatoms (W.M. Horspool).

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