Isolation, structure and MO calculational investigations of a highly stable, hydrogen-bonded primary amine-phosphine oxide adduct, 2-aminobenzothiazole-HMPA, C6H4SC(=N)NH 2O=P(NMe2)3; a possible model to explain the carcinogenicity of HMPA (HMPA = hexamethylphosphoramide)

David R. Armstrong; Susan Bennett; Matthew G. Davidson; Ronald Snaith; Dietmar Stalke; Dominic S. Wright

doi:10.1039/C39920000262

Isolation, structure and MO calculational investigations of a highly stable, hydrogen-bonded primary amine-phosphine oxide adduct, 2-aminobenzothiazole-HMPA, C₆H₄SC(=N)NH ₂O=P(NMe₂)₃; a possible model to explain the carcinogenicity of HMPA (HMPA = hexamethylphosphoramide)

David R. Armstrong, Susan Bennett, Matthew G. Davidson, Ronald Snaith, Dietmar Stalke, Dominic S. Wright

Research output: Contribution to journal › Article › peer-review

Abstract

Colourless needles of the 1: 1 primary amine-phosphine oxide adduct C ₆H₄SC(=N)NH₂·O=P(NMe₂) ₃ are obtained in high yield simply by chilling a toluene solution of the two components; the solid-state structure of the highly stable adduct (which can be prepared in water, and which sublimes easily) consists essentially of dimers held by (amine) N-H ⋯ O and (amine)N-H ⋯ (heterocyclic) N hydrogen bonds.

Original language	English
Pages (from-to)	262-264
Number of pages	3
Journal	Journal of the Chemical Society, Chemical Communications
Issue number	3
DOIs	https://doi.org/10.1039/C39920000262
Publication status	Published - 1992

ASJC Scopus subject areas

Molecular Medicine

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Armstrong, D. R., Bennett, S., Davidson, M. G., Snaith, R., Stalke, D., & Wright, D. S. (1992). Isolation, structure and MO calculational investigations of a highly stable, hydrogen-bonded primary amine-phosphine oxide adduct, 2-aminobenzothiazole-HMPA, C₆H₄SC(=N)NH ₂O=P(NMe₂)₃; a possible model to explain the carcinogenicity of HMPA (HMPA = hexamethylphosphoramide). Journal of the Chemical Society, Chemical Communications, (3), 262-264. https://doi.org/10.1039/C39920000262

Isolation, structure and MO calculational investigations of a highly stable, hydrogen-bonded primary amine-phosphine oxide adduct, 2-aminobenzothiazole-HMPA, C₆H₄SC(=N)NH ₂O=P(NMe₂)₃; a possible model to explain the carcinogenicity of HMPA (HMPA = hexamethylphosphoramide). / Armstrong, David R.; Bennett, Susan; Davidson, Matthew G. et al.
In: Journal of the Chemical Society, Chemical Communications, No. 3, 1992, p. 262-264.

Research output: Contribution to journal › Article › peer-review

Armstrong, DR, Bennett, S, Davidson, MG, Snaith, R, Stalke, D & Wright, DS 1992, 'Isolation, structure and MO calculational investigations of a highly stable, hydrogen-bonded primary amine-phosphine oxide adduct, 2-aminobenzothiazole-HMPA, C₆H₄SC(=N)NH ₂O=P(NMe₂)₃; a possible model to explain the carcinogenicity of HMPA (HMPA = hexamethylphosphoramide)', Journal of the Chemical Society, Chemical Communications, no. 3, pp. 262-264. https://doi.org/10.1039/C39920000262

Armstrong DR, Bennett S, Davidson MG, Snaith R, Stalke D, Wright DS. Isolation, structure and MO calculational investigations of a highly stable, hydrogen-bonded primary amine-phosphine oxide adduct, 2-aminobenzothiazole-HMPA, C₆H₄SC(=N)NH ₂O=P(NMe₂)₃; a possible model to explain the carcinogenicity of HMPA (HMPA = hexamethylphosphoramide). Journal of the Chemical Society, Chemical Communications. 1992;(3):262-264. doi: 10.1039/C39920000262

Armstrong, David R. ; Bennett, Susan ; Davidson, Matthew G. et al. / Isolation, structure and MO calculational investigations of a highly stable, hydrogen-bonded primary amine-phosphine oxide adduct, 2-aminobenzothiazole-HMPA, C₆H₄SC(=N)NH ₂O=P(NMe₂)₃; a possible model to explain the carcinogenicity of HMPA (HMPA = hexamethylphosphoramide). In: Journal of the Chemical Society, Chemical Communications. 1992 ; No. 3. pp. 262-264.

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abstract = "Colourless needles of the 1: 1 primary amine-phosphine oxide adduct C 6H4SC(=N)NH2·O=P(NMe2) 3 are obtained in high yield simply by chilling a toluene solution of the two components; the solid-state structure of the highly stable adduct (which can be prepared in water, and which sublimes easily) consists essentially of dimers held by (amine) N-H ⋯ O and (amine)N-H ⋯ (heterocyclic) N hydrogen bonds.",

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AU - Stalke, Dietmar

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AB - Colourless needles of the 1: 1 primary amine-phosphine oxide adduct C 6H4SC(=N)NH2·O=P(NMe2) 3 are obtained in high yield simply by chilling a toluene solution of the two components; the solid-state structure of the highly stable adduct (which can be prepared in water, and which sublimes easily) consists essentially of dimers held by (amine) N-H ⋯ O and (amine)N-H ⋯ (heterocyclic) N hydrogen bonds.

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