Metastable Brominated Nanodiamond Surface Enables Room Temperature and Catalysis-Free Amine Chemistry

Melendrez, C.; Lopez-Rosas, J. A.; Stokes, C. X.; Cheung, T. C.; Lee, S. J.; Titus, C. J.; Valenzuela, J.; Jeanpierre, G.; Muhammad, H.; Tran, P.; Sandoval, P. J.; Supreme, T.; Altoe, V.; Vávra, Jan; Raabová, Helena; Vaněk, Václav; Sainio, S.; Doriese, W. B.; O'Neil, G. C.; Swetz, D. S.; Ullom, J. N.; Irwin, K.; Nordlund, D.; Cígler, Petr; Wolcott, A.

doi:https://dx.doi.org/10.1021/acs.jpclett.1c04090

Number of the records: 1

Metastable Brominated Nanodiamond Surface Enables Room Temperature and Catalysis-Free Amine Chemistry

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SYSNO ASEP	0555987
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	Metastable Brominated Nanodiamond Surface Enables Room Temperature and Catalysis-Free Amine Chemistry
Author(s)	Melendrez, C. (US) Lopez-Rosas, J. A. (US) Stokes, C. X. (US) Cheung, T. C. (US) Lee, S. J. (US) Titus, C. J. (US) Valenzuela, J. (US) Jeanpierre, G. (US) Muhammad, H. (US) Tran, P. (US) Sandoval, P. J. (US) Supreme, T. (US) Altoe, V. (US) Vávra, Jan (UOCHB-X) Raabová, Helena (UOCHB-X) Vaněk, Václav (UOCHB-X)_{RID, ORCID} Sainio, S. (US) Doriese, W. B. (US) O'Neil, G. C. (US) Swetz, D. S. (US) Ullom, J. N. (US) Irwin, K. (US) Nordlund, D. (US) Cígler, Petr (UOCHB-X)_{RID, ORCID} Wolcott, A. (US)
Source Title	Journal of Physical Chemistry Letters. - : American Chemical Society - ISSN 1948-7185 Roč. 13, č. 4 (2022), s. 1147-1158
Number of pages	12 s.
Language	eng - English
Country	US - United States
Keywords	X-ray absorption ; diamond 111 ; fluorescent nanodiamonds
OECD category	Nano-materials (production and properties)
R&D Projects	GA18-17071S GA ČR - Czech Science Foundation (CSF)
	8C18004 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
	EF16_019/0000729 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
	EF16_026/0008382 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
Method of publishing	Limited access
Institutional support	UOCHB-X - RVO:61388963
UT WOS	000763597000026
EID SCOPUS	85124056045
DOI	10.1021/acs.jpclett.1c04090
Annotation	Bromination of high-pressure, high-temperature (HPHT) nanodiamond (ND) surfaces has not been explored and can open new avenues for increased chemical reactivity and diamond lattice covalent bond formation. The large bond dissociation energy of the diamond lattice-oxygen bond is a challenge that prevents new bonds from forming, and most researchers simply use oxygen-terminated NDs (alcohols and acids) as reactive species. In this work, we transformed a tertiary-alcohol-rich ND surface to an amine surface with similar to 50% surface coverage and was limited by the initial rate of bromination. We observed that alkyl bromide moieties are highly labile on HPHT NDs and are metastable as previously found using density functional theory. The strong leaving group properties of the alkyl bromide intermediate were found to form diamond-nitrogen bonds at room temperature and without catalysts. This robust pathway to activate a chemically inert ND surface broadens the modalities for surface termination, and the unique surface properties of brominated and aminated NDs are impactful to researchers for chemically tuning diamond for quantum sensing or biolabeling applications.
Workplace	Institute of Organic Chemistry and Biochemistry
Contact	asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Jana Procházková, Tel.: 220 183 418
Year of Publishing	2023
Electronic address	https://doi.org/10.1021/acs.jpclett.1c04090

Number of the records: 1