123675-82-1Relevant academic research and scientific papers
Homolytic reactions of cubanes, generation and characterization of cubyl and cubylcarbinyl radicals
Della, Ernest W.,Head, Nicholas J.,Mallon, Philip,Walton, John C.
, p. 10730 - 10738 (1992)
A series of 4-substituted cubyl radicals was generated by bromine atom abstraction from 1-bromo-4-substituted cubanes. EPR observations showed that the cubyl radicals abstracted secondary hydrogen atoms from the ethyl groups of triethylsilane and decayed
Cubanecarboxylic acids. Crystal engineering considerations and the role of C-H...O hydrogen bonds in determining O-H...Onetworks
Kuduva, Srinivasan S.,Craig, Donald C.,Nangia, Ashwini,Desiraju, Gautam R.
, p. 1936 - 1944 (1999)
A family of 4-substituted-1-cubanecarboxylic acids have been synthesized and their X-ray crystal structures analyzed. The rare syn-anti O-H...O catemer 6 is a recurring pattern in this series of compounds. Catemer 6 is observed in the crystal structures o
Cubane Cross-Coupling and Cubane–Porphyrin Arrays
Bernhard, Stefan S. R.,Locke, Gemma M.,Plunkett, Shane,Meindl, Alina,Flanagan, Keith J.,Senge, Mathias O.
, p. 1026 - 1030 (2017/11/20)
Herein, an improved methodology for aryl-cubane cross-coupling is reported. The peculiarities of the cubane core and its behavior during cross-coupling conditions were analyzed, while the versatility of this adapted Baran cross-coupling methodology was de
Redox-Active Esters in Fe-Catalyzed C-C Coupling
Toriyama, Fumihiko,Cornella, Josep,Wimmer, Laurin,Chen, Tie-Gen,Dixon, Darryl D.,Creech, Gardner,Baran, Phil S.
supporting information, p. 11132 - 11135 (2016/10/12)
Cross-couplings of alkyl halides and organometallic species based on single electron transfer using Ni and Fe catalyst systems have been studied extensively, and separately, for decades. Here we demonstrate the first couplings of redox-active esters (both isolated and derived in situ from carboxylic acids) with organozinc and organomagnesium species using an Fe-based catalyst system originally developed for alkyl halides. This work is placed in context by showing a direct comparison with a Ni catalyst for >40 examples spanning a range of primary, secondary, and tertiary substrates. This new C-C coupling is scalable and sustainable, and it exhibits a number of clear advantages in several cases over its Ni-based counterpart.
