ISSN:
1434-1948
Keywords:
Carbenes
;
Insertions
;
Donor systems
;
Phosphorus heterocycles
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Bis(diisopropylamino)(trimethylstannyl)phosphane (2) reacts with the (chloromethylene)diisopropylammonium salt 1 affording the C-phosphanyl-substituted iminium salt 3 (67 % yield), which features a short C-N (1.284 Å) and a long P-C bond (1.850 Å), a planar iminium nitrogen atom and a pyramidalized phosphorus atom. Deprotonation of 3 leads to the enamine 8 (92 % yield), while addition of sodium methoxide followed by thermolysis of the resulting hemiaminal 9 (90 % yield) gives rise to the azaphosphetane 10 (85 % yield), by intramolecular CH insertion of the transiently formed (amino)(phosphanyl)carbene 6.
Type of Medium:
Electronic Resource
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