Thermal decomposition of 1,1-dimethylhydrazine on Si(100)-2 × 1

Armstrong, Jeffrey D.; Sun, Yang; White, J. M.

doi:10.1016/s0169-4332(97)00236-5

Cited by 9 publications

(2 citation statements)

References 20 publications

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“…Except for alkenes, amines have probably been the most studied group of organic molecules on clean semiconductor surfaces, specifically, the Si(100)-2×1 surface. Much has been learned about the N−H dissociation reactions of primary and secondary amines on the Si(100)-2×1 surface, ,,− and the stable dative bonding of tertiary amines has been reported on Si(100)-2×1. ,, To our knowledge, however, the only amines whose reactivity has been previously probed on Ge(100)-2×1 are a series including methylamine, dimethylamine, and trimethylamine …”

Section: Introductionmentioning

confidence: 99%

Reactions of Cyclic Aliphatic and Aromatic Amines on Ge(100)-2×1 and Si(100)-2×1

et al. 2003

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We have examined the reaction of the Ge(100)-2×1 surface with five-membered cyclic amines including pyrrolidine, 3-pyrroline, pyrrole, and their N-methyl-capped analogues. The reactions of pyrrolidine, N-methylpyrrolidine, pyrrole, and N-methylpyrrole were also probed on the Si(100)-2×1 surface for comparison. Multiple internal reflection (MIR) infrared spectroscopy in combination with density functional theory (DFT) cluster calculations were used to study the reactions. We find that for the aliphatic amines, dative bonding of the N lone pair to the electrophilic down atom of the surface dimer competes with N-H dissociation and [2 + 2] cycloaddition to form stable surface adducts at room temperature and is the major surface reaction observed on the Ge(100) surface. At higher coverages, some evidence for N-H dissociation is seen on the Ge(100) surface. For pyrrole and N-methylpyrrole, the aromatic system of π electrons is seen to have profound effects on their reactivity with the Si(100) and Ge(100) surfaces. The delocalized system of π electrons allows a kinetically favored alternative pathway for N-H dissociation via dative bonding at a ring carbon, resulting in the facile N-H dissociation of pyrrole on the Ge(100) surface, in contrast to the case for aliphatic amines. Evidence is obtained suggesting that pyrrole and N-methylpyrrole also undergo electrophilic aromatic substitution reactions at the surfaces, reactions that have not been previously observed for benzene and other aromatic molecules. We have also compared the known reactivity of pyrrole with its reactivity on Si(100) and Ge(100) and have found interesting similarities, demonstrating that principles used to understand the chemistry of organic molecules can also be applicable and useful for understanding bonding at semiconductor surfaces.

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Section: Introductionmentioning

confidence: 99%

Reactions of Cyclic Aliphatic and Aromatic Amines on Ge(100)-2×1 and Si(100)-2×1

et al. 2003

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“…Studies of 1,1-dimethylhydrazine adsorption have shown that bonding with surface is possible both for one of the nitrogen atoms and two N atoms simultaneously. 16,17 When hydrazine is adsorbed on Pt(111) at T>200 K due to one of the N atoms bonding with the surface, gradual dehydrogenation occurs resulting in the formation of N 2 , while if the adsorption is due to the bonding of two N atoms with the surface, the N-N bond is broken. When 1,1-dimethylhydrazine 16,17 is adsorbed by two N atoms, the main products of the surface reactions include hydrogen, ammonia and dimethylamine.…”

Section: Introductionmentioning

confidence: 99%