143896-70-2Relevant articles and documents
Twinning-Based Organosuperelasticity and Chirality in a Single Crystal of an Achiral Donor-Acceptor Type Schiff Base Induced by Charge-Transfer Interactions
Sakamoto, Shunichi,Sasaki, Toshiyuki,Takamizawa, Satoshi
, p. 8079 - 8083 (2020)
A charge-transfer (CT) interaction stabilizes molecular assemblies and can form a useful supramolecular synthon in crystal engineering. Herein we demonstrate preparation of a chiral single crystal showing twinning-based organosuperelasticity by forming a CT complex of an achiral donor-acceptor type Schiff base: N-(2,3,4,5,6-pentafluorophenyl)-1-phenylmethanimine. Pseudo-180° symmetry of a single-component CT complex originating from an antiparallel molecular assembly is the key to mechanical twinning. The chiral crystallization induced by CT interactions is also noteworthy because of the potential development of materials showing CT-based functions coupled with chirality.
Readily Available Primary Aminoboranes as Powerful Reagents for Aldimine Synthesis
Junor, Glen P.,Romero, Erik A.,Chen, Xi,Jazzar, Rodolphe,Bertrand, Guy
supporting information, p. 2875 - 2878 (2019/02/13)
Primary aminoboranes (RNHBR2), which are readily available by spontaneous dehydrocoupling of amines and boranes cleanly react at room temperature with aldehydes to give aldimines. The overall transformation from amines to aldimines can be conveniently performed by a sequential one-pot reaction. This synthetic strategy is especially useful for electron poor and bulky amines which are reluctant to react with aldehydes under dehydration conditions. Using a Glorius robustness screen, we show that this methodology is chemoselective, and functional group tolerant. Computational and experimental data support the irreversible formation of the aldimine product in marked contrast with traditional methods.
Iridium-catalyzed ortho-C-H borylation of aromatic aldimines derived from pentafluoroaniline with bis(pinacolate)diboron
Sasaki, Ikuo,Amou, Tatsunosuke,Ito, Hajime,Ishiyama, Tatsuo
supporting information, p. 2041 - 2044 (2014/03/21)
The development of an Ir-catalyzed ortho-C-H borylation of aromatic aldimines derived from pentafluoroaniline is reported. This reaction proceeded at 120 °C to afford the corresponding borylated products in high yield with good regioselectivity using an I