Ag(I)-catalyzed C–H borylation of terminal alkynes

Magnesium‐Catalyzed Tandem Dehydrogenation‐Dehydrocoupling: An Atom Economical Access to Alkynylboranes

“…Their synthesis is based on the C(sp)−H activation using a stoichiometric base or more recently, organometallic catalysis. The catalytic addition of silver alkynide to i PrO‐Bpin (pin=pinacol) was reported in 2014, and the first dehydrocoupling using Ir/Pd pincer complexes was described only in 2013. Indeed, event though many reports followed pioneering works by Smith, Hartwig on C−H borylation, these methods are limited to C(sp 2 )−H and C(sp 3 )−H activation, and only a few reported C(sp)−H dehydrocoupling.…”

“…The addition of hexynylmagnesium bromide 3a generatedf rom 1-hexyne 1a and PhMgBr to DIPOB was performed in C 6 D 6 (Scheme3a). Within few minutes,c onversion reached am aximum leadingt oamixture of 4p roducts:( 1) diisopropylaminophenyl borane (5,11 BNMR d = 39 ppm, (d)) resulting from the addition of remaining PhMgBr onto DIPOB;( 2) the expected diisopropylaminohex-1-yn-1-ylborane (2a, 11 BNMR d = 42 ppm, (d)), (3) magnesium diisopropylaminohex-1-yn-1-ylborohydride (4a, 11 BNMR d = À13 ppm, (t)), albeit in very low quantity with respect to the other compounds and finally (4) magnesium diisopropylamino borohydride (6, 11 BNMR d = À22 ppm, (t)) (See NMR in the Supporting Information). This product could result from the direct hydride transfer from 4a to DIPOB without the formation of MgÀHa s observed in the C=OM g-catalyzed hydroboration.…”

Silver-catalysed reactions of alkynes: recent advances

“…Transition metal-catalysed Csp-H borylation is an ideal synthetic route for producing synthetically useful borylated alkynes; however, most borylated alkynes were synthesized using an 341 Notably, the Ag(I) catalyst could be recycled by a cooperative PPh 3 and BF 3 system. In marked contrast to the considerable progress in the coppercatalysed hydroboration reactions of alkynes, 342 the catalytic use of silver salts in such reactions remains largely underdeveloped.…”

A Couple of Tripodal and Dipodal Fluorescent Sensors for Sequential “On‐Off‐On” Response to Cu2+ and ATP/ADP Recognition in Aqueous Solution

“…Significant efforts have been devoted to realize Cu 2 + detection in environmental or biological systems with exceptional selectivity and sensitivity. [3][4][5][6][7][8][9] Just as important as the metal ions detection, the development of chemosensors for biologically essential anions recognition, for example nucleoside polyphosphates, has become an active research area. [1,10] Adenosine triphosphate (ATP) and adenosine diphosphate (ADP) are vital nucleoside polyphosphates, which play pivotal roles in biological processes including bioenergetic conversion and enzyme catalysis.…”