92886-83-4Relevant academic research and scientific papers
Functional Group Variation in tert-Butyldiphenylsilanes (TBDPS): Syntheses, Reactivities, and Effects on the Intermolecular Interaction Pattern in the Molecular Crystalline State
Bauer, Jonathan O.,Espinosa-Jalapa, Noel Angel,Fontana, Nicolò,G?tz, Tobias,Falk, Alexander
, p. 2636 - 2642 (2021)
We present the preparation of tert-butyldiphenylsilanes differing in one functional group. The molecular structures of the phenyl (3), methoxy (4), and amino derivatives (5) were elucidated by single-crystal X-ray diffraction analysis and their crystal packing investigated by Hirshfeld surface analysis along with 2D fingerprint plots. In the all-C derivative 3, the high symmetry dependence of the crystal packing enables a multitude of directional C(methyl)?H???C(π) interactions between the tert-butyl and phenyl groups. The methoxy derivative 4 is characterized by considerably short H???H contacts possibly resulting from pre-orienting C(aryl)?H???O and C(aryl)?H???C(π) hydrogen bonds. In the amino derivative 5, the nitrogen atom is not involved in intermolecular interactions, instead dispersive H???H contacts might become more important for the crystal cohesion. These findings once again underline the pronounced lone electron pair density transfer from the nitrogen atom towards the silicon atom.
Mechanistic studies on the O-directed free-radical hydrostannation of disubstituted acetylenes with Ph3SnH and Et3B and on the lodination of allylically oxygenated α-triphenylstannylalkenes
Dimopoulos, Paschalis,George, Jonathan,Tocher, Derek A.,Manaviazar, Soraya,Hale, Karl J.
, p. 5377 - 5380 (2007/10/03)
(Chemical Equation Presented) The free-radical hydrostannation of 1 with Ph3SnH and catalytic Et3B in PhMe has been mechanistically probed. At high Ph3SnH concentrations, the O-directed hydrostannation pathway dominates, a
An alternative synthesis of (+)-sesbanimide A
Vloon, W. J.,Bos, J. C. van den,Willard, N. P.,Koomen, G.-J.,Pandit, U. K.
, p. 414 - 419 (2007/10/02)
D-(+)-xylose has been converted to (+)-sesbanimide A in sixteen steps.The synthetic scheme involves an ususual tricyclic silylated derivative (9a) of the monobenzoylated product of the earlier described glutarimide intermediate (7).Compound 9a is a pivotal intermediate for the construction of ring C of (+)-sesbanimide A.
