Bismuth heterocycles

Bismuth heterocycles, 1, 539-561 Bismuthiol I metal complexes, 6, 565 IR spectra, 6, 552 ring structure, 6, 561 structure, 6, 557 Bismuthiol II metal complexes, 6, 565 IR spectra, 6, 552 Bisnorisopenicillin, 7, 332, 333 Bisnorpenicillin V, 7, 331 Bis( l,3,4-oxathiazol-2-ones) applications, 6, 945 Bisoxiranes synthesis, 7, 42 Bi(spiroisoxazolines) synthesis, 6, 108 Bi(spirophosphoranes) polytopal rearrangements, 1, 529 reactions, 1, 535 Bispyranones synthesis, 3, 793 a,oj-Bispyranones, alkylene-irradiation, 3, 678... 

A large number of arsenic heterocycles and a more limited number of antimony and bismuth heterocycles containing a second heteroatom (As, P, N, O, S) have been described... 

Here again a note on nomenclature is needed. If compounds of type 25 are considered as substituted phosphoranes, names such as the one given above are appropriate. If, on the other hand, their heterocyclic nature stays in the foreground, the correct names (as used by Chemical Abstracts) are such as 5-phenyl-5,5 -spirobi[5H-dibenzophosphole]. Both naming procedures are consistent with IUPAC rules and are applicable to similar arsenic, antimony- and bismuth-heterocycles as well (see later chapters). 

Table 3 Seven-membered and larger bismuth heterocycles...

F. G. Mann, The Heterocyclic Derivatives of Phosphorus, Arsenic, Antimony and Bismuth, 2nd ed., Wiley-Interscience, New York, 1970. 

There are many organometallic compounds of arsenic, antimony, and bismuth known that constitute series having chemical properties that differ markedly. These compounds generally decrease in stability in the order As > Sb > Bi, which agrees with the increasing difference in size of the atoms and carbon atoms. Arsenic compounds include both aliphatic derivatives and heterocycles such as arsabenzene,... 

Heterocycles with Arsenic, Antimony, and Bismuth. Arsoles, stilboles, and bismoles (Scheme 54) are five-membered heterocycles for which experimental data do not indicate aromatic properties, while semiempirical calculations (CNINDO or CNDO/ S) showed that the anions are aromatic. The chemistry and theoretical aspects in connection with their... 

Ogawa, C. Azoulay, S. Kobayashi, S. (2005) Bismuth triflate-chiral bipyridine complex catalyzed asymmetric ring opening reactions of meso-epoxide in water., Heterocycles, 66 201-206. 

Synthesis of Heterocycles Using Bismuth(III) Compounds as Catalysts. 48... 

Heterocyclic Rings containing Arsenic, Antimony or Bismuth... 

The only known examples are the 1-methyl- and 1-phenyl-arsetanes no four-membered heterocycles of either antimony or bismuth have yet been reported. They were prepared (77MI11800) by the reductive cyclization of a 3-chloropropyliodoarsine with sodium. Long reaction periods (48-60 h) are required for reasonable yields to be obtained. 1-Methyl-arsetane (1) was also prepared from disodium methylarsine and 1,3-dichloropropane but in lower yield (Scheme 1). 

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