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Titolo:
SMALL RINGS .78. TRI-TERT-BUTYL(TRIMETHYL SILYL)CYCLOBUTADIENE AND TRI-TERT-BUTYL(TRIMETHYLSILYL)TETRAHEDRANE
Autore:
MAIER G; BORN D; BAUER I; WOLF R; BOESE R; CREMER D;
Indirizzi:
JUSTUS LIEBIG UNIV,INST ORGAN CHEM,HEINRICH BUFF RING 58 D-35392 GIESSEN GERMANY UNIV GOTEBORG,DEPT THEORET CHEM S-41296 GOTHENBURG SWEDEN UNIV ESSEN GESAMTHSCH,INST ANORGAN CHEM D-45117 ESSEN GERMANY
Titolo Testata:
Chemische Berichte
fascicolo: 1, volume: 127, anno: 1994,
pagine: 173 - 189
SICI:
0009-2940(1994)127:1<173:SR.TSA>2.0.ZU;2-M
Fonte:
ISI
Lingua:
GER
Soggetto:
TETRA-TERT-BUTYLTETRAHEDRANE; ORGANO-LITHIUM COMPOUNDS; ANTIAROMATIC COMPOUNDS; MOLECULAR-STRUCTURE; DIAZO-COMPOUNDS; CYCLOBUTADIENES; TETRAHEDRANE; BUTYLAZETE; BUTYLCYCLOBUTADIENE; TETRAHYDROFURAN;
Keywords:
DIAZO COMPOUNDS; TRANSITION-METAL COMPLEXES; PHOTOISOMERIZATION; HOMOCYCLOPROPENYLIUM IONS;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
92
Recensione:
Indirizzi per estratti:
Citazione:
G. Maier et al., "SMALL RINGS .78. TRI-TERT-BUTYL(TRIMETHYL SILYL)CYCLOBUTADIENE AND TRI-TERT-BUTYL(TRIMETHYLSILYL)TETRAHEDRANE", Chemische Berichte, 127(1), 1994, pp. 173-189

Abstract

The chemistry of diazo( 1, 2, 3-tri-tert-butylcyclopropenyl) (trimethylsilyl)methane (6) is unexpectedly diverse. Upon irradiation it fragments exclusively into the acetylenes 7 and 8. Flash thermolysis, on the other hand, gives - aside from the two acetylenes - tri-tert-butylazete (10) and trimethylsilyl cyanide (11). Upon heating 6 presumably isomerizes via betaine 17 to Dewar-diazabenzene 13 - which is split into10 and 11 - and diazabenzvalene 18. This reaction course is supportedby the isolation of the carbonyliron complexes 15 and 16. - The CuCl-catalyzed thermal decomposition again follows a different route. Underthese conditions tri-tert-butyl(trimethylsilyl) cyclobutadiene (5) isformed, probably as a weak CuCl complex. Only after addition of ethylenebis(diphenylphosphane) free cyclobutadiene 5 can be isolated. Upon irradiation of 5 a quantitative isomerization to tri-tertbutyl(trimethylsilyl)tetrahedrane (29) occurs. This second, spectroscopically unequivocally confirmed tetrahedrane melts at 179 degrees C. In solution the isomerization to cyclobutadiene 5 starts at about 160 degrees C. That means, it is thermally even more stable than tetra-tert-butyltetrahedrane.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 28/11/20 alle ore 00:32:46