trans-1-Phenylpyrrolidine-2,5-dicarbonitrile

Abstract

In the title compound, C12H11N3, the plane of the phenyl ring and the least-squares plane of the pyrrolidine ring enclose an angle of 14.30 (6)°. The intra­cyclic N atom features a nearly trigonal-planar coordination geometry due to π-inter­actions with the aromatic system. The pyrrolidine ring is present in a twist conformation for which the closest pucker descriptor is C9 T C8. Weak inter­molecular C—H⋯N and C—H⋯π contacts occur

Iron‐Catalyzed Oxidative Mono‐ and Bis‐Phosphonation of N,N‐Dialkylanilines

“…[18d, 23,26] It is the first time that sequential CA C H T U N G T R E N N U N G (sp 3 ) À H activation at two different carbons attached to the same nitrogen has been used for the formation of carbon-phosphorus bonds.…”

“…[18d, 23,26] Methods for efficient and selective a,a'-bisphosphonations of tertiary amines are presently still lacking.…”

“…[16] Selective activation of CA C H T U N G T R E N N U N G (sp 3 ) À H bonds for subsequent cross-coupling reactions is an attractive concept that has strongly developed during the last decade because it removes the need for reactant prefunctionalization. [17] As it is known that metal catalysts, such as copper [18] or iron salts, [19][20][21][22][23] are capable of activating CA C H T U N G T R E N N U N G (sp 3 ) À H bonds adjacent to nitrogen in tertiary amines under oxidative conditions, we were curious whether the formation of a-aminophosphonates from unfunctionalized tertiary amine precursors could be achieved by a metal-catalyzed cross-coupling (Scheme 1, lower path).…”

Multifunctional Nitrogen‐Doped Carbon Nanodots for Photoluminescence, Sensor, and Visible‐Light‐Induced H2 Production

“…Biscyanation in α‐ and α′‐positions to the nitrogen of N ‐phenylpyrrolidine with 4 equiv. of trimethylsilyl cyanide gave 2l′ that was characterized by X‐ray crystallography 34b…”