1941
DOI: 10.1021/ja01850a006
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The Reaction between Lithium and Diphenylacetylene

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Cited by 93 publications
(18 citation statements)
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“…[112,113] As shown in Scheme 38, the reaction of diphenylacetylene with lithium readily gave 1,4-dilithio-1,2,3,4-tetraphenyl-1,3-butadiene 89, an important intermediate to prepare many 2,3,4,5-tetraphenylsiloles. [44,114] The 1,1-dichlorosilole was formed by the cyclization reaction of 89 with silicon tetrachloride. In a report by West and co-workers, lithium, sodium, and potassium were utilized in the preparations of poly(1,1-silole) 91.…”
Section: Wurtz-type Polycondensationmentioning
confidence: 99%
See 1 more Smart Citation
“…[112,113] As shown in Scheme 38, the reaction of diphenylacetylene with lithium readily gave 1,4-dilithio-1,2,3,4-tetraphenyl-1,3-butadiene 89, an important intermediate to prepare many 2,3,4,5-tetraphenylsiloles. [44,114] The 1,1-dichlorosilole was formed by the cyclization reaction of 89 with silicon tetrachloride. In a report by West and co-workers, lithium, sodium, and potassium were utilized in the preparations of poly(1,1-silole) 91.…”
Section: Wurtz-type Polycondensationmentioning
confidence: 99%
“…As shown in Scheme , the reaction of diphenylacetylene with lithium readily gave 1,4‐dilithio‐1,2,3,4‐tetraphenyl‐1,3‐butadiene 89 , an important intermediate to prepare many 2,3,4,5‐tetraphenylsiloles 44, 114. The 1,1‐dichlorosilole was formed by the cyclization reaction of 89 with silicon tetrachloride.…”
Section: Scps Catenated Through the Silicon Atommentioning
confidence: 99%
“…17 Tetraphenylsilolyl dianions (1a, 1b) were produced from 1,1-dichloro-2,3,4, 5-tetraphenylsilol that can be prepared by the reaction of SiCl 4 and 1,4-dilithio-1,2,3,4-tetraphenylbuta-1,3-diene. 6 The latter compound can be obtained from diphenylacetylene and lithium, 19 this reaction, however, is limited to the aryl-substituted derivatives. Tetramethylsilolyl dianions (2a, 2b) can be obtained from the direct reduction of 1,1-dibromo-2,3,4,5-tetramethylsilol or 1,1-dichloro-2,3,4,5-tetramethylsilol.…”
Section: Introductionmentioning
confidence: 99%
“…Given our previous work in this area, [6a] we initially examined the potential for developing our reductive alkyne [2+ +2]-cycloaddition at uranium. Thus,wetreated UCl 4 [10] with one equivalent of acyclic [LiC(Ph)C(Ph)C(Ph)C(Ph)Li], [11] (Scheme 1) but isolated only elemental uranium along with concomitant formation and structural characterisation of the hydrocarbon product 9,14-dihydro-9-phenyldibenz-[a,c]anthracene that derives from proton-transfer and intramolecular cyclisation of the butadiene. [12,13] Analogously to I, we deduced that the barrier to C 4 -ring closure at uranium is significant in this scenario,a nd clearly facile phenyl-CÀH activations add deleterious complications,a nd we so turned our attention to using the cyclic silyl cousin [Li 2 {C 4 (SiMe 3 ) 4 }-(THF) 2 ](1).…”
mentioning
confidence: 99%