SiP-heterocycles derived from a bulky phosphanylsilylene

Bis(1-adamantyl)phosphanylsilylene 1 was reacted with ArC&z.tbd;CR (Ar = Ph, 4-iPr-C 6 H 4 , 3-F-C 6 H 4 ; R = H, Ph) at 80 °C under microwave irradiation to afford fluorescence-active SiP-heterocycles 3a-d , which may undergo unique isomerizations starting from silirene intermediates. Moreover,...

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Published inChemical communications (Cambridge, England) Vol. 59; no. 68; pp. 1275 - 1278
Main Authors Wang, Chenfeng, Su, Ming-Der, Fang, Zijie, Zhou, Jiahao, Zhang, Haoqi, Li, Xiaodi, Zuo, Darui, Zhang, Zheng-Feng, Li, Yan
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 22.08.2023
Royal Society of Chemistry
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
SILYLENE
ACTIVATION
BOND
CLEAVAGE
DERIVATIVES
CATION
HIGH-EFFICIENCY
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Summary:Bis(1-adamantyl)phosphanylsilylene 1 was reacted with ArC&z.tbd;CR (Ar = Ph, 4-iPr-C 6 H 4 , 3-F-C 6 H 4 ; R = H, Ph) at 80 °C under microwave irradiation to afford fluorescence-active SiP-heterocycles 3a-d , which may undergo unique isomerizations starting from silirene intermediates. Moreover, the treatment of 1 with AdC&z.tbd;P furnished a heavy congener of cyclopentadiene ( 4 ), whose formation involves cleavage of the Si( ii )-P bond that is rarely observed in silylene chemistry. A new bis(1-adamantyl)phosphanylsilylene was synthesized and reacted with alkynes and a phosphaalkyne to furnish different Si-P heterocyclic complexes.
Bibliography:Electronic supplementary information (ESI) available. CCDC
2204071
For ESI and crystallographic data in CIF or other electronic format see DOI
2223430
2204070
and
2204068
2223427
2223428
https://doi.org/10.1039/d3cc02512h
,
2277645
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/d3cc02512h