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Preparation and Structure of Dithioxo‐ and Diselenoxophosphoranes Stabilized by Intramolecular Coordination with a Dialkylamino Group
Author(s) -
Yoshifuji Masaaki,
Sangu Shinya,
Kamijo Kazunori,
Toyota Kozo
Publication year - 1996
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19961290912
Subject(s) - intramolecular force , chemistry , ring (chemistry) , ring size , coordination complex , stereochemistry , atom (system on chip) , crystallography , metal , organic chemistry , computer science , embedded system
Some dithioxophosphoranes 3 stabilized by intramolecular coordination with a dialkylamino group were prepared, and their structures were analyzed by X‐ray crystallography involving [2,4‐di‐ tert ‐butyl‐6‐(isopropylmethylamino)phenyl]‐ ( 3c ), {2,4‐di‐ tert ‐butyl‐6‐[(dimethylamino)methyl]phenyl}‐ ( 3f ), and {2,4‐di‐ tert ‐butyl‐6‐[2‐(dimethylamino)‐1,1‐dimethylethyl]phenyl}dithioxophosphorane ( 3h ). The bond between the phosphorus atom and the aromatic ring is flexible and the angle narrows with decreasing ring size of the intramolecular coordination. The 31 P‐NMR signals are shifted to higher field with increasing ring size of the intramolecular coordination or strength of coordination. Similarly, the corresponding diselenoxophosphoranes 4 were prepared. Both their 31 P‐ and 77 Se‐NMR signals are shifted to higher field with increasing contribution of intramolecular coordination.