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Polymorphism of Ph 2 P(CH 2 Py)(NSiMe 3 ) and the Staudinger Reaction of Ph 2 P(CH 2 Py) with Hydrogenazide 1)
Author(s) -
Murso Alexander,
Stalke Dietmar
Publication year - 2004
Publication title -
zeitschrift für anorganische und allgemeine chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.354
H-Index - 66
eISSN - 1521-3749
pISSN - 0044-2313
DOI - 10.1002/zaac.200400084
Subject(s) - chemistry , protonation , nitrogen atom , medicinal chemistry , salt (chemistry) , phosphonium , nitrogen , crystallography , stereochemistry , ion , polymer chemistry , group (periodic table) , organic chemistry
A new polymorph of the iminophosphorane Ph 2 P(CH 2 Py)(NSiMe 3 ), ( 1 ), is compared to a just recently published. The reaction of the starting material, the phosphane Ph 2 P(CH 2 Py) with N 3 SiMe 3 in the presence of water gives [Ph 2 P(CH 2 Py)(NH 2 )][N 3 ], ( 2 ). A comparison of the structural and NMR parameters of 2 with previously reported derivatives of 1 , suggests that 2 is best described as a phosphonium salt in which the negatively charged imino nitrogen atom is protonated, according to [Ph 2 (CH 2 Py)P + —NH 2 ][N 3 ] — , rather than as an iminiumphosphane salt [Ph 2 (CH 2 Py)P= + NH 2 ][N 3 ] — .