1411714-70-9

Basic information

• Product Name: 1,1-dimethyl-2,3-diphenyl-1H-naphtho[2,3-b]silole
• Synonyms: 1,1-dimethyl-2,3-diphenyl-1H-naphtho[2,3-b]silole
• CAS NO: 1411714-70-9
• Molecular Weight: 362.546
• Mol File: 1411714-70-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,1-dimethyl-2,3-diphenyl-1H-naphtho[2,3-b]silole(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-dimethyl-2,3-diphenyl-1H-naphtho[2,3-b]silole(1411714-70-9)
• EPA Substance Registry System: 1,1-dimethyl-2,3-diphenyl-1H-naphtho[2,3-b]silole(1411714-70-9)

Safety Data

• Hazardous Substances Data: 1411714-70-9(Hazardous Substances Data)

Upstream product

• 501-65-5 diphenyl acetylene 
• 780820-43-1 2-(trimethylsilyl)naphthalen-3-yl trifluoromethanesulfonate 
• 1411714-11-8 (3-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)naphthalen-2-yl)trimethylsilane 

Relevant articles and documents

A multi-substituted silacyclopentadiene derivative synthesis method

The invention provides a synthesis method of a polysubstituted silole derivative. The polysubstituted silole derivative is prepared by reacting a 2-(trimethylsilyl)aryl trifluoromethane sulfonate derivative with alkyne in the presence of a catalyst. The synthesis method is pretty high in yield rate, scientific, reasonable, accessible in raw materials, wide in application range, high in separation yield rate, simple in experiment equipment, simple and easy in operation implementation, and conductive to further development and application.

Rhodium-catalyzed carbon-silicon bond activation for synthesis of benzosilole derivatives

A rhodium-catalyzed coupling reaction of 2-trimethylsilylphenylboronic acid with internal alkynes is developed for the synthesis of 2,3-disubstituted benzosilole derivatives. A range of functional groups, encompassing ketones, esters, amines, aryl bromides, and heteroarenes, are compatible, which provides rapid access to diverse benzosiloles. Sequential 2-fold coupling enables modular synthesis of asymmetrically substituted 1,5-dihydro-1,5-disila-s-indacene, a π-extended molecule of interest in organic electronics. In terms of the mechanism, the reaction involves cleavage of a C(alkyl)-Si bond in a trialkylsilyl group, which normally requires extremely harsh conditions for activation. Mechanistic studies, including effects of substituents, reveal that C-Si bond cleavage does not proceed through a hypercoordinated silicon species, but rather through a rhodium-mediated activation process. The potential use of the reaction in catalytic asymmetric synthesis of Si-chiral benzosiloles is also demonstrated.