ISSN:
0570-0833
Keywords:
Heavy main-group elements
;
Main group elements
;
Synthetic methods
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Aside from elements of the 2nd row, and one element of the 3rd row of the periodic system - Si, P, S, and Se, respectively, whose organoelement groups such as Me3Si and Ph3P⊕ have proven useful in numerous organic syntheses - other elements of the 3rd as well as 4th and 5th row (Ge, As, Sn, Sb, Te, Pb, Bi) can also be used as components of synthetically useful organoelement groups, the elements As, Sn, and Pb, in particular, offering certain advntages over the others. Some of these organoelement groups are suitable equivalents for Li- or halogen-substituents attached to carbon; they stabilize carbanionic centers (minimum of this effect at the 3rd-row elements), and owing to their suitability as leaving groups in β-eliminations, also open up interesting synthetic possibilities. The thermally unduced syn- and silica-gel induced anti-elimination of Ph3Sn, Ph2Sb, Ph3Pb, together with β-OH, are novel. With the newly synthesized compounds PhnEl - Ch2 - Li (El = Sn, Pb, As, Sb, Bi) and other α- and β-lithiated RnEl- and Ph2As(O)-reagents such organoelement groups can be introduced into organic compounds and exploited in organic and organoelement synthesis.
Additional Material:
13 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/anie.198204101
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