Discovery of 53199-31-8

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53199-31-8, Name is Bis(tri-tert-butylphosphine)palladium, belongs to catalyst-palladium compound, is a common compound. category: catalyst-palladiumIn an article, once mentioned the new application about 53199-31-8.

Regio- and Stereoselective Synthesis of 1,1-Diborylalkenes via Br°nsted Base-Catalyzed Mixed Diboration of Alkynyl Esters and Amides with BpinBdan

The NaOtBu-catalyzed mixed 1,1-diboration of terminal alkynes using the unsymmetrical diboron reagent BpinBdan (pin = pinacolato; dan = 1,8-diaminonaphthalene) proceeds in a regio- and stereoselective fashion affording moderate to high yields of 1,1-diborylalkenes bearing orthogonal boron protecting groups. It is applicable to gram-scale synthesis without loss of yield or selectivity. The mixed 1,1-diborylalkene products can be utilized in Suzuki?Miyaura cross-coupling reactions which take place selectivly at the C?B site. DFT calculations suggest the NaOtBu-catalyzed mixed 1,1-diboration of alkynes occurs through deprotonation of the terminal alkyne, stepwise addition of BpinBdan to the terminal carbon followed by protonation with tBuOH. Experimentally observed selective formation of (Z)-diborylalkenes is supported by our theoretical studies.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method