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Double Chirality Transmission in Trityl Amines: Sensing Molecular Dynamic Stereochemistry by Circular Dichroism and DFT Calculations
Author(s) -
Ściebura Jacek,
Gawroński Jacek
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201101699
Subject(s) - chirality (physics) , substituent , circular dichroism , steric effects , nitrogen atom , absolute configuration , chemistry , asymmetric carbon , group (periodic table) , nitrogen , stereochemistry , atom (system on chip) , crystallography , optically active , organic chemistry , chiral symmetry , physics , quantum mechanics , nambu–jona lasinio model , quark , computer science , embedded system
Con‐figured out : The tert ‐butyl group can be formally seen as “less” sterically demanding (M) than the methyl group (L). This is the case when a CD‐active trityl group at the nitrogen atom is used to report the chirality of the carbon substituent with two different sized groups (see scheme). The use of the trityl CD sensor allowed, in addition, the determination of the dominant absolute configuration of the nitrogen atom in chiral amines.