{"id":"https://openalex.org/W1996721238","doi":"https://doi.org/10.1055/s-1987-28053","title":"Reactions of Sodium Borohydride in Acidic Media; XVI.1 N-Methylation of Amines with Paraformaldehyde/Trifluoroacetic Acid","display_name":"Reactions of Sodium Borohydride in Acidic Media; XVI.1 N-Methylation of Amines with Paraformaldehyde/Trifluoroacetic Acid","publication_year":1987,"publication_date":"1987-01-01","ids":{"openalex":"https://openalex.org/W1996721238","doi":"https://doi.org/10.1055/s-1987-28053","mag":"1996721238"},"language":"en","primary_location":{"id":"doi:10.1055/s-1987-28053","doi":"https://doi.org/10.1055/s-1987-28053","is_oa":false,"landing_page_url":"https://doi.org/10.1055/s-1987-28053","pdf_url":null,"source":{"id":"https://openalex.org/S197964166","display_name":"Synthesis","issn_l":"0039-7881","issn":["0039-7881","1437-210X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","jufo-1","ki-jl-1","norway-1","poland-70","russia-white-list-2","vabb-shw"],"host_organization":"https://openalex.org/P4310320000","host_organization_name":"Thieme Medical Publishers (Germany)","host_organization_lineage":["https://openalex.org/P4310320000"],"host_organization_lineage_names":["Thieme Medical Publishers (Germany)"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Synthesis","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5049245360","display_name":"Gordon W. Gribble","orcid":"https://orcid.org/0000-0002-7573-0927","observed_orcids":["https://orcid.org/0000-0002-7573-0927"]},"institutions":[{"id":"https://openalex.org/I107672454","display_name":"Dartmouth College","ror":"https://ror.org/049s0rh22","country_code":"US","type":"education","lineage":["https://openalex.org/I107672454"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Gordon W. Gribble","raw_affiliation_strings":["Department of Chemistry, Dartmouth College, Hanover, NH 03755, U.S.A"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Dartmouth College, Hanover, NH 03755, U.S.A","institution_ids":["https://openalex.org/I107672454"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5063734837","display_name":"Charles F. Nutaitis","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I107672454","display_name":"Dartmouth College","ror":"https://ror.org/049s0rh22","country_code":"US","type":"education","lineage":["https://openalex.org/I107672454"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Charles F. Nutaitis","raw_affiliation_strings":["Department of Chemistry, Dartmouth College, Hanover, NH 03755, U.S.A"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Dartmouth College, Hanover, NH 03755, U.S.A","institution_ids":["https://openalex.org/I107672454"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I107672454"],"apc_list":null,"apc_paid":null,"fwci":1.5847,"has_fulltext":false,"cited_by_count":69,"citation_normalized_percentile":{"value":0.76174134,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":97},"biblio":{"volume":"1987","issue":"08","first_page":"709","last_page":"711"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T13649","display_name":"Advanced Synthetic Organic Chemistry","score":0.5576000213623047,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T13649","display_name":"Advanced Synthetic Organic Chemistry","score":0.5576000213623047,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T11831","display_name":"Chemical Synthesis and Reactions","score":0.13850000500679016,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T11441","display_name":"Organoboron and organosilicon chemistry","score":0.0828000009059906,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/n-methylation","display_name":"N-methylation","score":0.843999981880188},{"id":"https://openalex.org/keywords/amines","display_name":"amines","score":0.9210000038146973},{"id":"https://openalex.org/keywords/paraformaldehyde","display_name":"paraformaldehyde","score":0.8149999976158142},{"id":"https://openalex.org/keywords/sodium-borohydride","display_name":"sodium borohydride","score":0.9559999704360962},{"id":"https://openalex.org/keywords/trifluoroacetic-acid","display_name":"trifluoroacetic acid","score":0.9990000128746033},{"id":"https://openalex.org/keywords/tertiary-amines","display_name":"tertiary amines","score":0.9810000061988831},{"id":"https://openalex.org/keywords/primary-amines","display_name":"primary amines","score":0.7110000252723694},{"id":"https://openalex.org/keywords/secondary-amines","display_name":"secondary amines","score":0.972000002861023},{"id":"https://openalex.org/keywords/acidic-media","display_name":"acidic media","score":0.5590000152587891}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9868171215057373},{"id":"https://openalex.org/C2778723968","wikidata":"https://www.wikidata.org/wiki/Q418566","display_name":"Paraformaldehyde","level":2,"score":0.9291013479232788},{"id":"https://openalex.org/C2780112151","wikidata":"https://www.wikidata.org/wiki/Q412033","display_name":"Trifluoroacetic acid","level":2,"score":0.9143158197402954},{"id":"https://openalex.org/C2780048404","wikidata":"https://www.wikidata.org/wiki/Q407895","display_name":"Sodium borohydride","level":3,"score":0.8080990314483643},{"id":"https://openalex.org/C2778931688","wikidata":"https://www.wikidata.org/wiki/Q56703505","display_name":"Borohydride","level":3,"score":0.6446595191955566},{"id":"https://openalex.org/C33288867","wikidata":"https://www.wikidata.org/wiki/Q518328","display_name":"Methylation","level":3,"score":0.5156339406967163},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.4961493909358978},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.49146950244903564},{"id":"https://openalex.org/C537181965","wikidata":"https://www.wikidata.org/wiki/Q658","display_name":"Sodium","level":2,"score":0.468727707862854},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.07989156246185303},{"id":"https://openalex.org/C104317684","wikidata":"https://www.wikidata.org/wiki/Q7187","display_name":"Gene","level":2,"score":0.0},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.0}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.1055/s-1987-28053","doi":"https://doi.org/10.1055/s-1987-28053","is_oa":false,"landing_page_url":"https://doi.org/10.1055/s-1987-28053","pdf_url":null,"source":{"id":"https://openalex.org/S197964166","display_name":"Synthesis","issn_l":"0039-7881","issn":["0039-7881","1437-210X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","jufo-1","ki-jl-1","norway-1","poland-70","russia-white-list-2","vabb-shw"],"host_organization":"https://openalex.org/P4310320000","host_organization_name":"Thieme Medical Publishers (Germany)","host_organization_lineage":["https://openalex.org/P4310320000"],"host_organization_lineage_names":["Thieme Medical Publishers (Germany)"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Synthesis","raw_type":"journal-article"},{"id":"mag:3142659601","doi":null,"is_oa":false,"landing_page_url":"https://jglobal.jst.go.jp/detail?JGLOBAL_ID=200902021001329170","pdf_url":null,"source":null,"license":null,"license_id":null,"version":null,"is_accepted":false,"is_published":false,"raw_source_name":"Synthesis","raw_type":null}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":0,"referenced_works":[],"related_works":["https://openalex.org/W2953237974","https://openalex.org/W2134539935","https://openalex.org/W2060529417","https://openalex.org/W2086809645","https://openalex.org/W2949605228","https://openalex.org/W1963819988","https://openalex.org/W2116105748","https://openalex.org/W2395488932","https://openalex.org/W4251195116","https://openalex.org/W2066439790"],"abstract_inverted_index":{"All":[0],"articles":[1],"of":[2,19],"this":[3],"category":[4],"Primary":[5],"and":[6,23],"secondary":[7],"amines":[8,15],"are":[9],"N":[10],"-methylated":[11],"to":[12],"afford":[13],"tertiary":[14],"with":[16],"the":[17],"combination":[18],"paraformaldehyde,":[20],"sodium":[21],"borohydride,":[22],"trifluoroacetic":[24],"acid.":[25]},"counts_by_year":[{"year":2025,"cited_by_count":1},{"year":2023,"cited_by_count":1},{"year":2022,"cited_by_count":1},{"year":2021,"cited_by_count":1},{"year":2020,"cited_by_count":2},{"year":2018,"cited_by_count":1},{"year":2015,"cited_by_count":1},{"year":2014,"cited_by_count":2},{"year":2013,"cited_by_count":3},{"year":2012,"cited_by_count":3}],"updated_date":"2026-11-04T10:54:05.112534","created_date":"2016-06-24T00:00:00"}