Synthesis of organometallic compounds under high pressure

 

Mirjana Eckert-Maksić, Davor Margetić and Srećko Kirin

 

Laboratory for Physical Organic Chemistry,

Department of Organic Chemistry and Biochemistry,

Ruđer Bošković Institute, Bijenička c. 54, 10000 Zagreb, Croatia,

E-mail: mmaksic@emma.irb.hr

High pressure synthesis[1] of novel policyclic structures containing silicon and germanium atoms placed at the bridgehead positions, (organometallic derivatives of bicyclo(2.2.1)hept-2-ene) will be presented. Thus, 1-sila-2,3,4,5-tetraphenyl-1,1-dimethyl-2,4-cyclopentadiene, 1-sila-2,5-diphenyl-1,1-dimethyl-2,4-cyclopentadienes and 1-germa-2,3,4,5-tetraphenyl-1,1-dimethyl-2,4-cyclopentadiene are used as reactive dienes, which readily undergo [4p+2p] cycloadditions with strained alkenes incorporated in norbornene skeleton (for instance, anti-1,4:5,8-diepoxy-1,4,5,8-tetrahydroanthracene was used as a dienophile) to give 7-silanorbornene or 7-germanorbornadiene derivatives.[2,3]

 

References:

1. Matsumoto, K.; Acheson, R. M. (eds.), Organic Synthesis at High Pressures, Wiley, New York, 1990.

2. Kirin, S. I.; Eckert-Maksić. M. Kem. Ind. 1999, 48, 335.

3. Kirin. S. I.; Klärner, F.-G.; Eckert-Maksić. M. Synlett 1999, 351.